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.
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页码：3235 / 3250
页数：16
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