A SHORT SYNTHESIS OF (+/-)-DECARESTRICTINE-L

被引：44

作者：

CLARK, JS

WHITLOCK, GA

机构：

[1] Department of Chemistry, University of Nottingham, Nottingham

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 34期

关键词：

D O I：

10.1016/S0040-4039(00)73438-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereoselective synthesis of (+/-)-decarestrictine L (1) from protected pentane-1,4-diol (2) is described. The key intermediate, tetrahydropyran-3-one 5a, was obtained by a tandem intramolecular carbenoid insertion and ylide rearrangement reaction.

引用

页码：6381 / 6382

页数：2

共 7 条

[1] SYNTHESIS OF CYCLIC ETHERS FROM COPPER CARBENOIDS BY FORMATION AND REARRANGEMENT OF OXONIUM YLIDES
CLARK, JS
KROWIAK, SA
STREET, LJ
[J]. TETRAHEDRON LETTERS, 1993, 34 (27) : 4385 - 4388
[2] DIASTEREOSELECTIVE SYNTHESIS OF 2,5-DIALKYL TETRAHYDROFURAN-3-ONES BY A COPPER-CATALYZED TANDEM CARBENOID INSERTION AND YLIDE REARRANGEMENT REACTION
CLARK, JS
[J]. TETRAHEDRON LETTERS, 1992, 33 (41) : 6193 - 6196
[3] EFFECT OF THE ACIDIC COMPONENT ON THE MITSUNOBU INVERSION OF A STERICALLY HINDERED ALCOHOL
DODGE, JA
TRUJILLO, JI
PRESNELL, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (01) : 234 - 236
[4] SECONDARY METABOLITES BY CHEMICAL-SCREENING .20. DECARESTRICTINES, A NEW FAMILY OF INHIBITORS OF CHOLESTEROL-BIOSYNTHESIS FROM PENICILLIUM .3. DECARESTRICTINES E TO M
GRABLEY, S
HAMMANN, P
HUTTER, K
KIRSCH, R
KLUGE, H
THIERICKE, R
MAYER, M
ZEECK, A
[J]. JOURNAL OF ANTIBIOTICS, 1992, 45 (07) : 1176 - 1181
[5] TOTAL SYNTHESIS OF (+)-DECARESTRICTINE-L
MACHINAGA, N
KIBAYASHI, C
[J]. TETRAHEDRON LETTERS, 1993, 34 (36) : 5739 - 5742
[6] YLIDE FORMATION FROM THE REACTION OF CARBENES AND CARBENOIDS WITH HETEROATOM LONE PAIRS
PADWA, A
HORNBUCKLE, SF
[J]. CHEMICAL REVIEWS, 1991, 91 (03) : 263 - 309
[7] TSUJI J, 1976, TETRAHEDRON LETT, P2975

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