STEREOSELECTIVITY AND CHEMOSELECTIVITY IN REDUCTION OF ALPHA-[PHENYL(OR METHYL)SELENO]ALKYL ARYL KETONES WITH METAL-HYDRIDES

被引：5

作者：

AOKI, I ^{[1
]}

NISHIBAYASHI, Y ^{[1
]}

UEMURA, S ^{[1
]}

机构：

[1] KYOTO UNIV, GRAD SCH ENGN, DIV ENERGY & HYDROCARBON CHEM, SAKYO KU, KYOTO 60601, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1995年 / 68卷 / 01期

关键词：

D O I：

10.1246/bcsj.68.337

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Metal hydride reduction of a variety of alpha-[phenyl(or methyl)seleno]alkyl aryl ketones gives a mixture of threo- and erythro-P-aryl-P-hydroxyalkyl phenyl(or methyl)selenides by carbonyl reduction and 1-aryl-1-alkanol by the substitution of a phenyl(or methyl)seleno group with hydrogen. With all metal hydrides examined the formation of the threo-isomer always predominated. The addition of various metal chlorides in the reduction system did not affect the diastereoselectivity much: in a sharp contrast to the so-far known reduction of various alpha-heteroatom (N, P, O, S)-substituted ketones.

引用

页码：337 / 340

页数：4

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