THE ENANTIOSELECTIVE SYNTHESIS OF THE SOUTHERN PART OF SORAPHEN-A

被引：22

作者：

LOUBINOUX, B

SINNES, JL

OSULLIVAN, AC

WINKLER, T

机构：

[1] FAC SCI VANDOEUVRE NANCY,CHIM ORGAN LAB 4,F-54506 VANDOEUVRE NANCY,FRANCE

[2] CIBA GEIGY AG,CH-4002 BASEL,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1995年 / 78卷 / 01期

关键词：

D O I：

10.1002/hlca.19950780112

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Using a series of enantioselective aldol condensations followed by an ester enolate addition, the cyclic hemiacetal 2 was prepared stereospecifically. Hemiacetal 2 represents the synthetically most challenging 'southern part' of the antifungal macrolide soraphen A (1). Spontaneous enolisation of 26, the C(2) epimer of 2, revealed that 2 is the most stable diastereoisomer at room temperature.

引用

页码：122 / 128

页数：7

共 29 条

[1]

BEDORF N, 1993, LIEBIGS ANN CHEM, P1017

[2] The formation and stabillity of spiro-compounds. Part I. Spiro-compounds from cyclo-hexane. [J].