DIHYDROFURAN AND TETRAHYDROFURAN BUILDING-BLOCKS FROM 1,4/3,6-DIANHYDROMANNITOL .1. SYNTHESIS OF (1S,5R,7R)-ENDO-(-)-BREVICOMIN AND (1S,5R,7S)-(-)-EXO-BREVICOMIN AND (R)-(+)-DODECANOLIDE

被引：29

作者：

CERE, V ^{[1
]}

MAZZINI, C ^{[1
]}

PAOLUCCI, C ^{[1
]}

POLLICINO, S ^{[1
]}

FAVA, A ^{[1
]}

机构：

[1] UNIV BOLOGNA,DEPT ORGAN CHEM,VIALE RISORGIMENTO 4,I-40136 BOLOGNA,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 17期

关键词：

D O I：

10.1021/jo00069a015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The eliminative ring fission of iodides derived from 1,4:3,6-dianhydromannitol3 has been exploited for preparing three enantiomerically pure species, 1-3, which feature a di-or tetrahydrofuran moiety and one or two stereogenic centers. These species are extremely versatile building blocks for the construction of natural products. Their potential was demonstrated by the synthesis of the title insect pheromones.

引用

页码：4567 / 4571

页数：5

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