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

被引：31

作者：

Kim, Mi-hyun ^{[1
,2
]}

Choi, Sea-hoon ^{[1
,2
]}

Lee, Yeon-Ju ^{[1
,2
]}

Lee, Jihye ^{[1
,2
]}

Nahm, Keepyung ^{[3
]}

Jeong, Byeong-Seon ^{[4
]}

Park, Hyeung-geun ^{[1
,2
]}

Jew, Sang-sup ^{[1
,2
]}

机构：

[1] Seoul Natl Univ, Pharmaceut Sci Res Inst, Seoul 151742, South Korea

[2] Seoul Natl Univ, Coll Pharm, Seoul 151742, South Korea

[3] Yeungnam Univ, Dept Chem, Gyongsan 712749, South Korea

[4] Yeungnam Univ, Coll Pharm, Gyongsan 712749, South Korea

来源：

CHEMICAL COMMUNICATIONS | 2009年 / 07期

关键词：

ALPHA-AMINO-ACIDS; TERT-BUTYL ESTER; BETA-KETO-ESTERS; ASYMMETRIC ALKYLATION; ALLYLIC ALKYLATIONS; CONSTRUCTION; KETOESTERS; ACCESS;

D O I：

10.1039/b821468a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：782 / 784

页数：3

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