PRACTICAL PREPARATION OF BICYCLO[3.2.0]HEPT-3-EN-6-ONES AND IT UTILIZATION IN STEREOSELECTIVE TOTAL SYNTHESIS OF GRANDISOL AND LINEATIN VIA A VERSATILE INTERMEDIATE

被引：28

作者：

CONFALONIERI, G

MAROTTA, E

RAMA, F

RIGHI, P

ROSINI, G

SERRA, R

VENTURELLI, F

机构：

[1] UNIV BOLOGNA,DIPARTIMENTO CHIM ORGAN A MANGINI,I-40136 BOLOGNA,ITALY

[2] ISAGRO SRL,RIC FITOFARM,ENICHEM,I-28100 NOVARA,ITALY

来源：

TETRAHEDRON | 1994年 / 50卷 / 10期

关键词：

D O I：

10.1016/S0040-4020(01)81119-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New and efficient stereoselective total syntheses have been devised for racemic grandisol and lineatin, two important components of pheromonic blends. They are based on the utilisation of 1,4-dimethylbicyclo[3.2.0]hept-3-en-6-one as a pivotal intermediate. This compound, as well as other bicyclo[3.2.0]hept-3-en-6-ones, are now easily available by a practical bicyclization of the corresponding 3-hydroxy-6-alkenoic acids.

引用

页码：3235 / 3250

页数：16

共 59 条

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