A BIOMIMETIC CHEMICAL SYNTHESIS OF HUMULENE FROM FARNESOL

被引：14

作者：

COREY, EJ

DAIGNEAULT, S

DIXON, BR

机构：

[1] Department of Chemistry, Harvard University, Cambridge

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 23期

关键词：

D O I：

10.1016/S0040-4039(00)79198-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of humulene (1) by a biomimetic cation-olefin cyclization route is reported.

引用

页码：3675 / 3678

页数：4

共 9 条

[1] SYNTHESIS AND PROPERTIES OF 1,2,5-THIADIBOROL SYSTEM [J].

ASGAROULADI, B ;

FULL, R ;

SCHAPER, KJ ;

SIEBERT, W .

CHEMISCHE BERICHTE-RECUEIL, 1974, 107 (01) :34-47

[2] ENZYMATIC FORMATION OF SESQUITERPENES [J].

CANE, DE .

CHEMICAL REVIEWS, 1990, 90 (07) :1089-1103

[3] TOTAL SYNTHESIS OF HUMULENE [J].

COREY, EJ ;

HAMANAKA, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (11) :2758-&

[4] STEREOSPECIFIC, TOTAL SYNTHESIS OF THROMBOXANE B2 [J].

HANESSIAN, S ;

LAVALLEE, P .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1977, 55 (03) :562-565

[5] PREPARATION AND SYNTHETIC UTILITY OF TERT-BUTYLDIPHENYLSILYL ETHERS [J].

HANESSIAN, S ;

LAVALLEE, P .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1975, 53 (19) :2975-2977

[6] TOTAL SYNTHESIS OF HUMULENE - STEREOSELECTIVE APPROACH [J].

KITAGAWA, Y ;

ITOH, A ;

HASHIMOTO, S ;

YAMAMOTO, H ;

NOZAKI, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (11) :3864-3867

[7] STEREOSPECIFIC SYNTHESIS OF HUMULENE BY TITANIUM-INDUCED DICARBONYL COUPLING [J].

MCMURRY, JE ;

MATZ, JR .

TETRAHEDRON LETTERS, 1982, 23 (27) :2723-2724

[8] SYNTHESES OF NEW HUMULENE DERIVATIVES - (2E,6E,9E)-CYCLOUNDECATRIENONE AND (2Z,6E,9E)-CYCLOUNDECATRIENONE, BY INTRAMOLECULAR ALKYLATION OF PROTECTED CYANOHYDRIN - A ROUTE TO HUMULENE [J].

TAKAHASHI, T ;

KITAMURA, K ;

TSUJI, J .

TETRAHEDRON LETTERS, 1983, 24 (43) :4695-4698

[9]

VIG OP, 1976, INDIAN J CHEM B, V14, P855

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