DIASTEREOSELECTIVE ALDOL CONDENSATION OF DIRECTLY GENERATED TITANIUM ENOLATES OF ACTIVATED ESTERS

被引：29

作者：

ANNUNZIATA, R

CINQUINI, M

COZZI, F

COZZI, PG

CONSOLANDI, E

机构：

[1] UNIV MILAN,CTR CNR,VIA C GOLGI 19,I-20133 MILAN,ITALY

[2] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY

来源：

TETRAHEDRON | 1991年 / 47卷 / 37期

关键词：

D O I：

10.1016/S0040-4020(01)81945-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Simply generated (TiCl4, Et3N, -78-degrees-C) titanium enolates of some thioesters and alpha-thio substituted esters undergo aldol condensations with achiral and chiral aldehydes with low to high stereoselectivity. An H-1-NMR study of the TiCl4/ester complexation and of the enolization process is presented. The relation between the enolate structure and the aldol product stereochemistry is discussed.

引用

页码：7897 / 7910

页数：14

共 29 条

[1]

Anh N. T., 1980, TOP CURR CHEM, V88, P145

[2]

ANNUNZIATA R, 1990, TETRAHEDRON LETT, P6733

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