{"id":340,"date":"2016-01-14T12:12:55","date_gmt":"2016-01-14T03:12:55","guid":{"rendered":"https:\/\/labs.eng.hokudai.ac.jp\/labo\/orgsynth\/?page_id=340"},"modified":"2020-06-24T11:58:07","modified_gmt":"2020-06-24T02:58:07","slug":"asymmetric-cyanation","status":"publish","type":"page","link":"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/research\/asymmetric-cyanation","title":{"rendered":"\u4e0d\u6589\u30b7\u30a2\u30ce\u5316\u53cd\u5fdc"},"content":{"rendered":"<p>\u5149\u5b66\u6d3b\u6027\u306a\u30b7\u30a2\u30ce\u30d2\u30c9\u30ea\u30f3\u985e\uff08\u56f3\uff15-\uff11\u4e2d\u6bb5\u306e\u5316\u5408\u7269\uff09\u306f\u3001\u533b\u85ac\u306a\u3069\u306e\u539f\u6599\u3068\u3057\u3066\u91cd\u8981\u306a\u5149\u5b66\u6d3b\u6027\u03b1-\u30d2\u30c9\u30ed\u30ad\u30b7\u30ab\u30eb\u30dc\u30f3\u9178\u8a98\u5c0e\u4f53\u3084\u03b2-\u30a2\u30df\u30ce\u30a2\u30eb\u30b3\u30fc\u30eb\u985e\u306a\u3069\uff08\u4e0a\u6bb5\u306e\u5316\u5408\u7269\u53c2\u7167\uff09\u3001\u591a\u5f69\u306a\u5316\u5408\u7269\u306e\u7b49\u4fa1\u4f53\u3068\u3057\u3066\u6ce8\u76ee\u3055\u308c\u3066\u3044\u307e\u3059\u3002\u305d\u306e\u3082\u3063\u3068\u3082\u52b9\u7387\u7684\u306a\u5408\u6210\u6cd5\u306e\u4e00\u3064\u306b\u3001\u30a2\u30eb\u30c7\u30d2\u30c9\u985e\u306e\u4e0d\u6589\u30b7\u30a2\u30ce\u5316\u53cd\u5fdc\u304c\u3042\u308a\u307e\u3059\u3002\u308f\u305f\u3057\u305f\u3061\u306f\u72ec\u81ea\u306e\u5149\u5b66\u6d3b\u6027\u89e6\u5a92\u3092\u7528\u3044\u3001\u30a2\u30eb\u30c7\u30d2\u30c9\u3068\u30b7\u30a2\u30f3\u5316\u30c8\u30ea\u30e1\u30c1\u30eb\u30b7\u30ea\u30eb\uff08(CH3)3SiCN\uff09\u307e\u305f\u306f\u30b7\u30a2\u30f3\u5316\u6c34\u7d20\uff08HCN\uff09\u3092\u53cd\u5fdc\u3055\u305b\u3001\u5149\u5b66\u6d3b\u6027\u30b7\u30a2\u30ce\u30d2\u30c9\u30ea\u30f3\u985e\u3092\u9ad8\u7acb\u4f53\u9078\u629e\u7684\u306b\u5408\u6210\u3059\u308b\u65b9\u6cd5\u306e\u958b\u767a\u3092\u76ee\u6307\u3057\u307e\u3057\u305f\u3002<\/p>\n<p><img decoding=\"async\" loading=\"lazy\" class=\"aligncenter size-full wp-image-516\" src=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/1d2490d6be293d397574ecc5b66eb1ff.png\" alt=\"\u30b9\u30e9\u30a4\u30c925\" width=\"720\" height=\"540\" srcset=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/1d2490d6be293d397574ecc5b66eb1ff.png 720w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/1d2490d6be293d397574ecc5b66eb1ff-300x225.png 300w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/1d2490d6be293d397574ecc5b66eb1ff-230x173.png 230w\" sizes=\"(max-width: 720px) 100vw, 720px\" \/><\/p>\n<p>\u308f\u305f\u3057\u305f\u3061\u306f\u3001\u4e0d\u6589\u6c34\u7d20\u5316\u53cd\u5fdc\u306e\u7814\u7a76\u3067\u57f9\u3063\u305f\u77e5\u898b\u3092\u3082\u3068\u306b\u3001\u56f3\uff15-\uff12\u306b\u793a\u3057\u305f\u30d5\u30a7\u30cb\u30eb\u30b0\u30ea\u30b7\u30ca\u30fc\u30c8\uff08Phgly\uff09\u3068BINAP\u3092\u914d\u4f4d\u5b50\u3068\u3059\u308b\u65b0\u898f\u306a\u5149\u5b66\u6d3b\u6027\u30eb\u30c6\u30cb\u30a6\u30e0\u932f\u4f53\u3092\u5408\u6210\u3057\u307e\u3057\u305f<sup>[E1]<\/sup>\u3002\u3053\u306e\u932f\u4f53\u306f\u975e\u5e38\u306b\u5b89\u5b9a\u3067\u3001\u305d\u308c\u81ea\u8eab\u306f\u307b\u3068\u3093\u3069\u89e6\u5a92\u3068\u3057\u3066\u50cd\u304d\u307e\u305b\u3093\u304c\u3001\u70ad\u9178\u30ea\u30c1\u30a6\u30e0\u3068\u7d44\u307f\u5408\u308f\u305b\u308b\u3053\u3068\u3067\u3001\u4e16\u754c\u6700\u9ad8\u6c34\u6e96\u306e\u89e6\u5a92\u6d3b\u6027\u3068\u7acb\u4f53\u9078\u629e\u6027\u3092\u793a\u3057\u307e\u3059\u30021\u4e07\u500d\u91cf\u306e\u30a2\u30eb\u30c7\u30d2\u30c9\u3068(CH3)3SiCN\u3092\u201378 \u00b0C\u3067\u53cd\u5fdc\u3055\u305b\u3001\u53f3\u624b\u578b(R):\u5de6\u624b\u578b(S) = 99:1\u306e\u751f\u6210\u7269\u304c\u5b9a\u91cf\u7684\u306b\u5f97\u3089\u308c\u307e\u3057\u305f\u3002<\/p>\n<p><img decoding=\"async\" loading=\"lazy\" class=\"aligncenter size-full wp-image-518\" src=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/beaffbfc9d6177df55fc56812c7dacb6.png\" alt=\"\u30b9\u30e9\u30a4\u30c926\" width=\"720\" height=\"540\" srcset=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/beaffbfc9d6177df55fc56812c7dacb6.png 720w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/beaffbfc9d6177df55fc56812c7dacb6-300x225.png 300w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/beaffbfc9d6177df55fc56812c7dacb6-230x173.png 230w\" sizes=\"(max-width: 720px) 100vw, 720px\" \/><\/p>\n<p>\u512a\u308c\u305f\u89e6\u5a92\u4f5c\u7528\u3092\u793a\u3059\u30eb\u30c6\u30cb\u30a6\u30e0\u932f\u4f53\/\u30ea\u30c1\u30a6\u30e0\u5869\u89e6\u5a92\u7cfb\u306e\u69cb\u9020\u306b\u3064\u3044\u3066\u691c\u8a0e\u3057\u305f\u7d50\u679c\u3001\u56f3\uff15-\uff13\u306b\u793a\u3059\u30eb\u30c6\u30cb\u30a6\u30e0\u30fb\u30ea\u30c1\u30a6\u30e0\u8907\u5408\u932f\u4f53\u3092\u5358\u96e2\u3001\u69cb\u9020\u6c7a\u5b9a\u3059\u308b\u3053\u3068\u304c\u3067\u304d\u307e\u3057\u305f<sup>[E2]<\/sup>\u3002\u975e\u5e38\u306b\u8208\u5473\u6df1\u3044\u69cb\u9020\u3067\u3059\u3002\u3053\u306e\u8907\u5408\u932f\u4f53\u3092\u89e6\u5a92\u306b\u7528\u3044\u308b\u3053\u3068\u3067\u3001\u52b9\u7387\u7684\u306a\u30a2\u30eb\u30c7\u30d2\u30c9\u985e\u306e\u4e0d\u6589\u30d2\u30c9\u30ed\u30b7\u30a2\u30ce\u5316\u53cd\u5fdc\uff08\u30b7\u30a2\u30f3\u5316\u6c34\u7d20\u3092\u30b7\u30a2\u30cb\u30c9\u6e90\u306b\u7528\u3044\u308b\u53cd\u5fdc\uff09\u306b\u521d\u3081\u3066\u6210\u529f\u3057\u307e\u3057\u305f\u3002\u89e6\u5a92\u91cf\u30922000\u5206\u306e1\u5f53\u91cf\u307e\u3067\u6e1b\u3089\u3059\u3053\u3068\u304c\u3067\u304d\u307e\u3059\u306e\u3067\u3001\u5f93\u6765\u6cd5\u306e50\u301c100\u500d\u306e\u52b9\u7387\u3067\u3059\u3002<\/p>\n<p><img decoding=\"async\" loading=\"lazy\" class=\"aligncenter size-full wp-image-519\" src=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/1b026e84d361a6428de218cfb1471068.png\" alt=\"\u30b9\u30e9\u30a4\u30c927\" width=\"720\" height=\"540\" srcset=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/1b026e84d361a6428de218cfb1471068.png 720w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/1b026e84d361a6428de218cfb1471068-300x225.png 300w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/1b026e84d361a6428de218cfb1471068-230x173.png 230w\" sizes=\"(max-width: 720px) 100vw, 720px\" \/><\/p>\n<p>Phgly\/BINAP\u2013\u30eb\u30c6\u30cb\u30a6\u30e0\u932f\u4f53\u306f\u3001\u30ea\u30c1\u30a6\u30e0\u30d5\u30a7\u30ce\u30ad\u30b7\u30c9\uff08C6H5OLi\uff09\u3068\u7d44\u307f\u5408\u308f\u305b\u308b\u3053\u3068\u3067\u3001\u3088\u308a\u9ad8\u3044\u89e6\u5a92\u6d3b\u6027\u3092\u793a\u3059\u3053\u3068\u304c\u308f\u304b\u308a\u307e\u3057\u305f<sup>[E3]<\/sup>\u3002\u305d\u3053\u3067\u3001\u56f3\uff15-\uff14\u306b\u793a\u3059\u3088\u3046\u306b\u3001\u3053\u306e\u89e6\u5a92\u7cfb\u3092\u7528\u3044\u3066\u5b98\u80fd\u57fa\u3092\u3082\u3064\u30b1\u30c8\u30f3\u985e\u306e\u4e00\u7a2e\u3067\u3042\u308b\u03b1-\u30b1\u30c8\u30a8\u30b9\u30c6\u30eb\u985e\u306e\u4e0d\u6589\u30b7\u30a2\u30ce\u30b7\u30ea\u30eb\u5316\u53cd\u5fdc\u3092\u8a66\u307f\u305f\u3068\u3053\u308d\u3001\u89e6\u5a92\u30921000\u5206\u306e1\u5f53\u91cf\u7528\u3044\u308b\u3060\u3051\u3067\u3001\u201360 \u00b0C\u306e\u53cd\u5fdc\u306f\u5b8c\u7d50\u3057\u3001R\u4f53\u306e\uff14\u7f6e\u63db\u30b7\u30a2\u30ce\u30d2\u30c9\u30ea\u30f3\u5316\u5408\u7269\u304c99% ee\u3067\u5f97\u3089\u308c\u307e\u3057\u305f\u3002\u201350 \u00b0C\u306e\u53cd\u5fdc\u3067\u306f\u3001\u89e6\u5a92\u30921\u4e07\u5206\u306e1\u5f53\u91cf\u306b\u6e1b\u3089\u3057\u3066\u308298% ee\u306e\u751f\u6210\u7269\u304c\u5b9a\u91cf\u7684\u306b\u5f97\u3089\u308c\u307e\u3057\u305f\u3002\u03b1-\u30b1\u30c8\u30a8\u30b9\u30c6\u30eb\u985e\u306e\u9ad8\u7acb\u4f53\u9078\u629e\u7684\u30b7\u30a2\u30ce\u5316\u306b\u4e16\u754c\u3067\u521d\u3081\u3066\u6210\u529f\u3057\u307e\u3057\u305f\u3002<\/p>\n<p><img decoding=\"async\" loading=\"lazy\" class=\"aligncenter size-full wp-image-520\" src=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/926669e5f1011dca3bf240111ec8c923.png\" alt=\"\u30b9\u30e9\u30a4\u30c928\" width=\"720\" height=\"540\" srcset=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/926669e5f1011dca3bf240111ec8c923.png 720w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/926669e5f1011dca3bf240111ec8c923-300x225.png 300w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/926669e5f1011dca3bf240111ec8c923-230x173.png 230w\" sizes=\"(max-width: 720px) 100vw, 720px\" \/><\/p>\n<p>\u5b98\u80fd\u57fa\u5316\u3055\u308c\u305f\u30b1\u30c8\u30f3\u985e\u306e\u4ee3\u8868\u7684\u306a\u4f8b\u3067\u3042\u308b\u30d5\u30a7\u30cb\u30eb\u30b0\u30ea\u30aa\u30ad\u30b5\u30fc\u30eb \u30b8\u30e1\u30c1\u30eb\u30a2\u30bb\u30bf\u30fc\u30eb\uff08\uf061,\uf061-\u30b8\u30a2\u30eb\u30b3\u30ad\u30b7\u30b1\u30c8\u30f3\uff09\u306e\u4e0d\u6589\u30b7\u30a2\u30ce\u30b7\u30ea\u30eb\u5316\u3092\u691c\u8a0e\u3057\u305f\u3068\u3053\u308d\u3001t-Leu\/BINAP\u2013\u30eb\u30c6\u30cb\u30a6\u30e0\u932f\u4f53\uff08t-Leu: tert-\u30ed\u30a4\u30b7\u30ca\u30fc\u30c8\uff09\u304c\u6700\u3082\u9ad8\u3044\u30a8\u30ca\u30f3\u30c1\u30aa\u9078\u629e\u6027\u3092\u793a\u3059\u3053\u3068\u304c\u308f\u304b\u308a\u307e\u3057\u305f\uff08\u56f3\uff15-\uff15\uff09<sup>[E4]<\/sup>\u3002\u30b1\u30c8\u30f3\u306e\u69cb\u9020\u306b\u3088\u308a\u3001\u6700\u9069\u306a\u30a2\u30df\u30ce\u9178\u914d\u4f4d\u5b50\u304c\u7570\u306a\u308b\u3053\u3068\u3092\u793a\u3059\u8208\u5473\u6df1\u3044\u7d50\u679c\u3067\u3059\u3002\u3053\u306e\u5834\u5408\u3082\u30011\u4e07\u5206\u306e1\u5f53\u91cf\u306e\u89e6\u5a92\u3067\u53cd\u5fdc\u304c\u5b8c\u7d50\u3057\u307e\u3059\u3002<\/p>\n<p><img decoding=\"async\" loading=\"lazy\" class=\"aligncenter size-full wp-image-521\" src=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/920e2f110ee98b9de1a0a4c1fa325ac0.png\" alt=\"\u30b9\u30e9\u30a4\u30c929\" width=\"720\" height=\"540\" srcset=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/920e2f110ee98b9de1a0a4c1fa325ac0.png 720w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/920e2f110ee98b9de1a0a4c1fa325ac0-300x225.png 300w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/920e2f110ee98b9de1a0a4c1fa325ac0-230x173.png 230w\" sizes=\"(max-width: 720px) 100vw, 720px\" \/><\/p>\n<p>Phgly\/BINAP\u2013\u30eb\u30c6\u30cb\u30a6\u30e0\u932f\u4f53\u3068C6H5OLi\u304b\u3089\u8abf\u88fd\u3055\u308c\u308b\u89e6\u5a92\u306f\u3001\u56f3\uff15-\uff16\u306b\u793a\u3059\u3088\u3046\u306b\u3001\u03b1,\u03b2-\u4e0d\u98fd\u548c\u30b1\u30c8\u30f3\u985e\u306e\u5171\u5f79\u30d2\u30c9\u30ed\u30b7\u30a2\u30ce\u5316\u53cd\u5fdc\u306b\u3082\u512a\u308c\u305f\u89e6\u5a92\u6d3b\u6027\u3068\u7acb\u4f53\u9078\u629e\u6027\u3092\u793a\u3059\u3053\u3068\u304c\u308f\u304b\u308a\u307e\u3057\u305f<sup>[E5]<\/sup>\u30020 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size-full wp-image-522\" src=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/ddf450575bf64ebf5512cb0284482475.png\" alt=\"\u30b9\u30e9\u30a4\u30c930\" width=\"720\" height=\"540\" srcset=\"https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/ddf450575bf64ebf5512cb0284482475.png 720w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/ddf450575bf64ebf5512cb0284482475-300x225.png 300w, https:\/\/c-mng.cwh.hokudai.ac.jp\/orgsynth.eng\/Root\/wp-content\/uploads\/2016\/01\/ddf450575bf64ebf5512cb0284482475-230x173.png 230w\" sizes=\"(max-width: 720px) 100vw, 720px\" 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