通过使用金鸡纳衍生催化剂对邻联苯-2-恶唑啉-4-羧酸叔丁酯进行相转移催化烷基化反应，实现（R）-α-烷基丝氨酸的高度对映选择性合成。
Highly enantioselective synthesis of (R)-alpha-alkylserines via phase-transfer catalytic alkylation of o-biphenyl-2-oxazoline-4-carboxylic acid tert-butyl ester using cinchona-derived catalysts.
作者信息
Lee Yeon-Ju, Lee Jihye, Kim Mi-Jeong, Kim Taek-Soo, Park Hyeung-Geun, Jew Sang-Sup
机构信息
Research Institute of Pharmaceutical Sciences and College of Pharmacy, Seoul National University, Seoul 151-742, Korea.
出版信息
Org Lett. 2005 Apr 14;7(8):1557-60. doi: 10.1021/ol050228x.
PMID:15816751
Abstract
[reaction: see text] A highly enantioselective synthetic method for (R)-alpha-alkylserines was developed by the phase-transfer catalytic alkylation of o-biphenyl-2-oxazoline-4-carboxylic acid tert-butyl ester (4i) using cinchona-derived phase-transfer catalyst N(1)-(9-anthracenylmethyl)-O(9)-allyl-dihydrocinchonidinium bromide (up to 96% ee).
摘要
[反应：见正文] 通过使用金鸡纳衍生的相转移催化剂N(1)-(9-蒽甲基)-O(9)-烯丙基-二氢辛可尼定溴化物，对邻联苯-2-恶唑啉-4-羧酸叔丁酯(4i)进行相转移催化烷基化反应，开发了一种用于(R)-α-烷基丝氨酸的高度对映选择性合成方法(对映体过量高达96%)。
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