丙二酰胺酯的高度对映选择性相转移催化单烷基化反应。

The highly enantioselective phase-transfer catalytic mono-alkylation of malonamic esters.

作者信息

Kim Mi-Hyun, Choi Sea-Hoon, Lee Yeon-Ju, Lee Jihye, Nahm Keepyung, Jeong Byeong-Seon, 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

Chem Commun (Camb). 2009 Feb 21(7):782-4. doi: 10.1039/b821468a. Epub 2009 Jan 14.

DOI:10.1039/b821468a

Abstract

The phase-transfer catalytic alkylation of N,N-dialkylmalonamic tert-butyl esters in the presence of 1 mol% of (S,S)-3,4,5-trifluorophenyl-NAS bromide afforded highly enantioselective (S)-mono-alpha-alkylated products (up to 96% ee), which could be readily converted into versatile chiral building blocks without loss of chirality.

摘要

在1 mol%的(S,S)-3,4,5-三氟苯基-NAS溴化物存在下，N,N-二烷基丙二酸叔丁酯的相转移催化烷基化反应得到了高对映选择性的(S)-单-α-烷基化产物（对映体过量高达96%），这些产物可以很容易地转化为通用的手性结构单元而不损失手性。

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