FACILE CONTROL OF REGIOSELECTIVITY IN THE REACTION OF TIN ENOLATES WITH ALPHA-HALOGENO CARBONYLS BY ADDITIVES

被引：38

作者：

YASUDA, M ^{[1
]}

OHHATA, T ^{[1
]}

SHIBATA, I ^{[1
]}

BABA, A ^{[1
]}

MATSUDA, H ^{[1
]}

机构：

[1] OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,YAMADAOKA 2-1,SUITA,OSAKA 565,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 07期

关键词：

D O I：

10.1039/p19930000859

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tin enolates 1 reacted with alpha-halogeno ketones 2 and esters 10 to give a variety of 1,4-diketones 3 and gamma-keto esters 11, respectively, in the presence of appropriate additives such as hexamethylphosphoric triamide (HMPT), tributylphosphine oxide and tetrabutylammonium bromide, while complexation of these additives with tributyltin bromide allowed catalytic production of beta-keto oxiranes 4 instead of 3. The reaction mechanism for the preparation of 1,4-diketone 3 is discussed.

引用

页码：859 / 865

页数：7

共 28 条

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