SYNTHESIS OF (S)-2-AMINO-1,1-DIPHENYLBUTAN-4-OL - CONVERSION OF AN ALPHA-AMINO-ACID INTO AN ALPHA-(DIPHENYLMETHYL) AMINE WITHOUT LOSS OF OPTICAL PURITY

被引：32

作者：

BOYLE, PH ^{[1
]}

DAVIS, AP ^{[1
]}

DEMPSEY, KJ ^{[1
]}

HOSKEN, GD ^{[1
]}

机构：

[1] TRINITY COLL DUBLIN,DEPT CHEM,DUBLIN 2,IRELAND

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 11期

关键词：

D O I：

10.1016/0957-4166(95)00373-W

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The title amino-alcohol 4 is an intermediate for the preparation of chiral bicyclic amidines and guanidines, and also for polyamines with potential as ligands in enantioselective catalysis. It has been synthesized from (S)-methionine 1 via (S)-homoserine lactone 2 and amino-diol 3. Hydrogenolysis of the doubly benzylic hydroxyl group in 3 proved non-trivial, but was eventually achieved through the application of catalytic transfer methodology to the bis-acetyl derivative 14.

引用

页码：2819 / 2828

页数：10

共 29 条

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