CHEMOENZYMATIC SYNTHESIS OF NATURAL-PRODUCTS - SYNTHESIS OF SPHYDROFURAN

被引：12

作者：

MALIAKEL, BP ^{[1
]}

SCHMID, W ^{[1
]}

机构：

[1] UNIV VIENNA, INST ORGAN CHEM, WAHRINGERSTR 38, A-1090 VIENNA, AUSTRIA

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 23期

关键词：

D O I：

10.1016/S0040-4039(00)92071-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel synthesis for sphydrofuran 1 has been developed. Starting with achiral materials the chiral centers of the target molecule were introduced via enzymatic methods as well as via a diastereoselective Grignard reaction. Rabbit muscle aldolase (RAMA)- catalyzed aldol condensation of chloroacetaldehyde 3 with dihydroxyacetone phosphate (DHAP) 4 affords the C-5 skeleton of 5 which was transformed to sphydrofuran 1 and its analogue 10 via a Grignard addition of allylmagnesium bromide followed by a Wacker reaction.

引用

页码：3297 / 3300

页数：4

共 13 条

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