通过2-苯基-2-咪唑啉-4-羧酸叔丁酯的不对称相转移催化烷基化反应高度对映选择性合成(S)-α-烷基-α,β-二氨基丙酸
Highly enantioselective synthesis of (S)-alpha-alkyl-alpha,beta-diaminopropionic acids via asymmetric phase-transfer catalytic alkylation of 2-phenyl-2-imidazoline-4-carboxylic acid tert-butyl esters.
作者信息
Park Yohan, Kang Sukhoon, Lee Young Ju, Kim Taek-Soo, 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
Org Lett. 2009 Aug 20;11(16):3738-41. doi: 10.1021/ol9013552.
An efficient enantioselective synthetic method for (S)-alpha-alkyl-alpha,beta-diaminopropionic acid is reported. The asymmetric phase-transfer catalytic alkylation of N(1)-Boc-2-phenyl-2-imidazoline-4-carboxylic acid tert -butyl ester in the presence of chiral quaternary ammonium catalyst gave the corresponding alkylated products (93-98% ee) which could be transformed to enantioenriched alpha-alkyl-alpha,beta-diaminopropionic acids.
报道了一种高效的对映选择性合成(S)-α-烷基-α,β-二氨基丙酸的方法。在手性季铵催化剂存在下，N(1)-Boc-2-苯基-2-咪唑啉-4-羧酸叔丁酯的不对称相转移催化烷基化反应得到相应的烷基化产物（对映体过量值为93-98%），这些产物可转化为对映体富集的α-烷基-α,β-二氨基丙酸。
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