SYNTHESIS OF MONOMORIN-I, A TRAIL PHEROMONE OF THE PHARAO ANT (MONOMORIUM-PHARAONIS)

被引:18
作者
VAVRECKA, M [1 ]
HESSE, M [1 ]
机构
[1] UNIV ZURICH,INST ORGAN CHEM,WINTERTHURERSTR 190,CH-8057 ZURICH,SWITZERLAND
关键词
D O I
10.1002/hlca.19910740221
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Katalytic hydrogenation of the 4-nitroalkanone 5 yielded the cis-pyrrolidine ester 6 (Scheme). The preparation of 5 was accomplished by ethanolysis of the nitrocyclohexanone derivative 4. Iodination at C(alpha) of 6, followed by cyclization, gave a nearly 5:6 mixture of the two C(5)-epimers 10/9 of octahydroindolizine. Epimerisation of the underised 10 to 9 and subsequent transformation of the latter gave racemic monomorine I (1; 34% yield from 5).
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页码:438 / 444
页数:7
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