(R)-(+)-PANTOLACTONE ACRYLATE AS A CHIRAL AUXILIARY IN THE BAYLIS-HILLMAN REACTION

被引：23

作者：

KHAN, AA ^{[1
]}

EMSLIE, ND ^{[1
]}

DREWES, SE ^{[1
]}

FIELD, JS ^{[1
]}

RAMESAR, N ^{[1
]}

机构：

[1] UNIV NATAL,DEPT CHEM,PIETERMARITZBURG 3200,SOUTH AFRICA

来源：

CHEMISCHE BERICHTE-RECUEIL | 1993年 / 126卷 / 06期

关键词：

BAYLIS-HILLMAN REACTION; 1,3-DIOXAN-4-ONES, 5-METHYLENE; TRICHLOROACETALDEHYDE; PANTOLACTONE;

D O I：

10.1002/cber.19931260631

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2,6-Dialkyl-5-methylene-1,3-dioxan-4-ones were prepared in good diastereomeric excess by treating pantolactone acrylate with a series of selected aldehydes in the Baylis-Hillman reaction. With benzaldehyde and trichloroacetaldehyde, noncyclic products resulted. In the case of the latter aldehyde the alpha-hydroxyalkyl acrylate 5b was isolated as a single diastereomer and its absolute configuration established by X-ray crystallography.

引用

页码：1477 / 1480

页数：4

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