Enantioselective protonation of a lithium enolate derived from 2-methyl-1-tetralone using chiral sulfonamides

被引：8

作者：

Coumbarides, GS ^{[1
]}

Eames, J ^{[1
]}

Scheuermann, JEW ^{[1
]}

Sibbons, KF ^{[1
]}

Suggate, MJ ^{[1
]}

Watkinson, M ^{[1
]}

机构：

[1] Queen Mary Univ London, Dept Chem, London E1 4NS, England

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2005年 / 78卷 / 05期

关键词：

D O I：

10.1246/bcsj.78.906

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of enantiomerically enriched (R)-2-methyl-1-tetralone (1) with 77% e.e. was achieved through protonation of its lithium enolate (3) using a C-2-symmetric tris-sulfonamide (6) as an internal chiral proton source. Access to the complementary (S)-enantiomer 1 with 33% e.e. was achieved using a related C-2-symmetric bis-sulfonamide (9) as the chiral proton source.

引用

页码：906 / 909

页数：4

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