ENANTIOSELECTIVE SYNTHESIS OF AN ADVANCED INTERMEDIATE TO QUASSINOIDS

被引：15

作者：

SPINO, C

TU, N

机构：

[1] University of Victoria, Chemistry Department, Victoria

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 22期

关键词：

D O I：

10.1016/S0040-4039(00)73071-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An optically pure advanced intermediate to the quassinoids was prepared via the diene-transmissive Diels-Alder cycloaddition strategy. The absolute stereochemistry of the intramolecular cycloaddition was controlled by a methyl and a t-butyldimethylsilyloxy group via a chair-like endo transition state.

引用

页码：3683 / 3686

页数：4

共 8 条

[1] BERUBE G, 1991, CAN J CHEM, V68, P77
[2] STEREOCHEMICAL ASPECTS OF THE INTRAMOLECULAR DIELS-ALDER REACTION
CRAIG, D
[J]. CHEMICAL SOCIETY REVIEWS, 1987, 16 (02) : 187 - 238
[3] DANISHEFSKY S, 1984, TETRAHEDRON LETT, V24, P721
[4] DESS DB, 1983, J ORG CHEM, V48, P4156
[5] Evans D. A., 1982, ALDRICHIM ACTA, V15, P23
[6] ALKYLATION OF DIANIONS OF BETA-KETO-ESTERS
HUCKIN, SN
WEILER, L
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (04) : 1082 - 1087
[7] STEREOCONTROLLED TOTAL SYNTHESIS OF (+/-)-PENTENOMYCINS-I-III, THEIR EPIMERS, AND DEHYDROPENTENOMYCIN-I
SMITH, AB
BRANCA, SJ
PILLA, NN
GUACIARO, MA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (10) : 1855 - 1869
[8] A STEREOSELECTIVE DIENE-TRANSMISSIVE [4 + 2]-CYCLOADDITION STRATEGY OR THE CONSTRUCTION OF THE TETRACYCLIC QUASSINOID FRAMEWORK
SPINO, C
LIU, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (04) : 817 - 819

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