Synthetic entry into the ent-kaurene framework, application of an unprecedented transannular cyclization for forming the central bond common to the B and C rings

被引：16

作者：

Backhaus, D ^{[1
]}

Paquette, LA ^{[1
]}

机构：

[1] OHIO STATE UNIV,EVANS CHEM LABS,COLUMBUS,OH 43210

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 01期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(96)02247-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereocontrolled means for constructing the ent-kaurene framework is described, The key transformation involves transannular ring closure of an 8,9-seco precursor with migration of an interstitial methoxyl group. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：29 / 32

页数：4

共 17 条

[1] STRUCTURE DETERMINATION AND SPECTRAL ASSIGNMENT BY PULSED POLARIZATION TRANSFER VIA LONG-RANGE H-1-C-13 COUPLINGS
BAX, A
[J]. JOURNAL OF MAGNETIC RESONANCE, 1984, 57 (02) : 314 - 318
[2] GAMMA-METHYLENATION OF ALPHA,BETA-UNSATURATED KETONES
CAPUTO, R
FERRERI, C
MASTROIANNI, D
PALUMBO, G
WENKERT, E
[J]. SYNTHETIC COMMUNICATIONS, 1992, 22 (16) : 2305 - 2312
[3] READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES
DESS, DB
MARTIN, JC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) : 4155 - 4156
[4] FUJI K, 1985, CHEM PHARM BULL, V33, P1038
[5] Goldsmith D., 1992, The Total Synthesis of Natural Products, V8, P101
[6] MANNICH REACTION .2. DERIVATIZATION OF ALDEHYDES AND KETONES USING DIMETHYL(METHYLENE)AMMONIUM SALTS
HOLY, N
FOWLER, R
BURNETT, E
LORENZ, R
[J]. TETRAHEDRON, 1979, 35 (05) : 613 - 619
[7] AN IMPROVED PROCEDURE FOR THE PREPARATION OF THE DESS-MARTIN PERIODINANE
IRELAND, RE
LIU, LB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (10) : 2899 - 2899
[8] Kleinman E. F, 1995, ENCY REAGENTS ORGANI, P2090
[9] March J., 1992, ADV ORG CHEM, P376
[10] NAGAO Y, 1982, CHEM PHARM BULL, V30, P727

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