INTRA-MOLECULAR DIELS-ALDER APPROACH TO DITERPENES

被引：27

作者：

WILSON, SR

MAO, DT

机构：

[1] The Department of Chemistry, Indiana University, Indiana

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 17期

关键词：

D O I：

10.1021/jo01331a033

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of three dienes 4a, 4b, and 4c, suitably constituted for intramolecular Diels-Alder cyclization to tricyclic compounds 6a, 6b, and 6c, is described. The newly formed rings are mainly cis fused. The method results in the addition of two fused six-membered rings to o-vinylbenzaldehyde derivatives in a two-step bis annelation sequence. © 1979, American Chemical Society. All rights reserved.

引用

页码：3093 / 3094

页数：2

共 20 条

[1] BENNETT CR, 1979, AUST J CHEM, V22, P1711
[2] THE OXAZOLIDINES
BERGMANN, ED
[J]. CHEMICAL REVIEWS, 1953, 53 (02) : 309 - 352
[3] TOTAL SYNTHESIS OF (+/-)-CEDROL AND (+/-)-CEDRENE VIA AN INTRA-MOLECULAR DIELS-ALDER REACTION
BREITHOLLE, EG
FALLIS, AG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (10) : 1964 - 1968
[4] BROWN RFC, 1969, AUST J CHEM, V25, P1457
[5] CARLSON RG, 1974, ANNU REP MED CHEM, V9, P270
[6] SUBSTITUTED STYRENES .6. SYNTHESES OF ISOMERIC FORMYLSTYRENES AND O- AND M-VINYLBENZOIC ACID
DALE, WJ
STARR, L
STROBEL, CW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (07) : 2225 - &
[7] SYNTHESIS OF (+/-) SEYCHELLENE
FRATER, G
[J]. HELVETICA CHIMICA ACTA, 1974, 57 (01) : 172 - 179
[8] FUNK RL, 1978, J AM CHEM SOC, V100, P5483
[9] SHORT AND STEREOSELECTIVE CONSTRUCTION OF A KEY INTERMEDIATE FOR SYNTHESIS OF UNSYMMETRICAL PENTACYCLIC TRITERPENES
KAMETANI, T
HIRAI, Y
SATOH, F
FUKUMOTO, K
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (01) : 16 - 18
[10] COMPETITIVE REACTIONS BETWEEN SIGMATROPIC REACTION AND CYCLOADDITION AFFECTED BY GEOMETRY OF ORTHO-QUINODIMETHANES
KAMETANI, T
TSUBUKI, M
SHIRATORI, Y
KATO, Y
NEMOTO, H
IHARA, M
FUKUMOTO, K
SATOH, F
INOUE, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (16) : 2672 - 2676

← 1 2 →