DIASTEREOSELECTIVE ALDOL CONDENSATION OF SILYL KETENE ACETAL OF 2-PYRIDYL THIOESTER WITH BENZALDEHYDE

被引：26

作者：

SUH, KH ^{[1
]}

CHOO, DJ ^{[1
]}

机构：

[1] KYUNG HEE UNIV,DEPT CHEM,SEOUL 130701,SOUTH KOREA

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 34期

关键词：

D O I：

10.1016/0040-4039(95)01231-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The TiCl4-mediated aldol reaction of the (E)-O-silyl ketene-O,S-acetal derived from 2-pyridyl thioester with benzaldehyde gave exclusively syn-aldol product. In contrast, BF3-mediated reaction afforded the corresponding anti-isomer as a major product. Chelation and acyclic transition state are postulated in order to explain the observed selectivities.

引用

页码：6109 / 6112

页数：4

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