TOTAL SYNTHESIS OF AJUGARIN-IV AND ANNONENE - A DIELS-ALDER APPROACH

被引：0

作者：

GOLDSMITH, DJ

DESHPANDE, R

机构：

来源：

SYNLETT | 1995年 / 05期

关键词：

SYNTHESIS; CLERODANE; AJUGARIN-IV; ANNONENE; DIELS-ALDER;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthesis of the clerodane insecticide ajugarin-IV and the related clerodane diterpene annonene is described. A Diels-Alder construction of the decalin system is employed for both compounds. In the synthesis of annonene a novel high temperature cleavage and Wolff-Kishner reduction of a cyclic acetal is carried out.

引用

页码：495 / 497

页数：3

共 9 条

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[2] GOLDSMITH DJ, 1980, SYNTHETIC COMMUN, P511
[3] TOTAL SYNTHESIS OF THE INSECT ANTIFEEDANT AJUGARIN-I AND DEGRADATION STUDIES OF RELATED CLERODANE DITERPENES
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LEY, SV
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[4] STEREOSPECIFIC TOTAL SYNTHESIS OF AJUGARIN-IV
KENDE, AS
ROTH, B
[J]. TETRAHEDRON LETTERS, 1982, 23 (17) : 1751 - 1754
[5] KUBO I, 1976, J CHEM SOC CHEM COMM
[6] LUTEIJN JM, 1983, THESIS U WAGENINGEN
[7] LUTEIJN JM, 1981, J ORG CHEM, V47, P3448
[8] MERRITT AT, 1992, NAT PROD REP, P243
[9] TOTAL SYNTHESIS OF (+/-)-ANNONENE, A TRANS-CLERODANE DITERPENE
TAKAHASHI, S
KUSUMI, T
KAKISAWA, H
[J]. CHEMISTRY LETTERS, 1979, (05) : 515 - 518

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