AN EFFICIENT METHOD FOR THE ALKYLATION OF CHIRAL TRIFLATES WITH ALKYNYLLITHIUM REAGENTS - A HIGHLY CONCISE TOTAL SYNTHESIS OF (+)-PANAXACOL

被引：60

作者：

KOTSUKI, H

KADOTA, I

OCHI, M

机构：

[1] Department of Chemistry, Faculty of Science, Kochi University, Kochi, 780, Akebono-cho

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 32期

关键词：

D O I：

10.1016/S0040-4039(00)97688-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method for the alkylation of triflates with alkynyllithium reagents is described and the successful application of the method to the total synthesis of (+)-panaxacol is exemplified. © 1990.

引用

页码：4609 / 4612

页数：4

共 17 条

[1] STUDIES ON THE SYNTHESIS OF GLOEOSPORONE - SYNTHESIS OF THE PROPOSED 2,8-DISUBSTITUTED OXOCANE STRUCTURE
CARLING, RW
HOLMES, AB
[J]. TETRAHEDRON LETTERS, 1986, 27 (50) : 6133 - 6136
[2] USEFUL SYNTHETIC REAGENTS DERIVED FROM 1-TRIISOPROPYLSILYLPROPYNE AND 1,3-BIS-[TRIISOPROPYLSILYL]PROPYNE - DIRECT, STEREOSELECTIVE SYNTHESIS OF EITHER Z-ENYNES OR E-ENYNES
COREY, EJ
RUCKER, C
[J]. TETRAHEDRON LETTERS, 1982, 23 (07) : 719 - 722
[3] SYNTHESIS AND THE ABSOLUTE-CONFIGURATION OF PANAXACOL
FUJIMOTO, Y
SATOH, M
TAKEUCHI, N
KIRISAWA, M
[J]. CHEMISTRY LETTERS, 1989, (09) : 1619 - 1622
[4] ACETYLENES FROM THE CALLUS OF PANAX-GINSENG
FUJIMOTO, Y
SATOH, M
[J]. PHYTOCHEMISTRY, 1987, 26 (10) : 2850 - 2852
[5] FUJIMOTO Y, 1988, CHEM PHARM BULL, V36, P4206, DOI 10.1248/cpb.36.4206
[6] THE ALKALINE CLEAVAGE OF TETRASUBSTITUTED SILANES
GILMAN, H
BROOK, AG
MILLER, LS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (18) : 4531 - 4534
[7] ENANTIOSELECTIVE SYNTHESIS OF (6S,7S,9R,10R)-6,9-EPOXYNONADEC-18-ENE-7,10-DIOL, A MARINE NATURAL PRODUCT
HATAKEYAMA, S
SAKURAI, K
SAIJO, K
TAKANO, S
[J]. TETRAHEDRON LETTERS, 1985, 26 (10) : 1333 - 1336
[8] SELECTIVE DESILYLATION OF BIS(TRIMETHYLSILYL)ACETYLENES
HOLMES, AB
JENNINGSWHITE, CLD
SCHULTHESS, AH
AKINDE, B
WALTON, DRM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (19) : 840 - 842
[9] SYNTHESIS OF 4-ALKYL-1-TRIMETHYLSILYLBUTA-1,3-DIYNES
HOLMES, AB
JONES, GE
[J]. TETRAHEDRON LETTERS, 1980, 21 (32) : 3111 - 3112
[10] A NEW EXPEDITIOUS SYNTHESIS OF (+)-EXO-BREVICOMIN VIA EFFICIENT C-C BOND FORMATION OF TRIFLATES
KOTSUKI, H
KADOTA, I
OCHI, M
[J]. TETRAHEDRON LETTERS, 1989, 30 (30) : 3999 - 4000

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