THE IMPORTANCE OF VINYLSILANE STEREOCHEMISTRY AND ALPHA-PI STABILIZATION IN IMINIUM ION-VINYLSILANE CYCLIZATIONS - A SHORT TOTAL SYNTHESIS OF THE AMARYLLIDACEAE ALKALOID (+/-)-EPIELWESINE

被引：46

作者：

OVERMAN, LE

BURK, RM

机构：

来源：

TETRAHEDRON LETTERS | 1984年 / 25卷 / 50期

关键词：

D O I：

10.1016/S0040-4039(01)81674-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：5739 / 5742

页数：4

共 13 条

[1] SOLVOMERCURATION-DEMERCURATION .1. OXYMERCURATION-DEMERCURATION OF REPRESENTATIVE OLEFINS IN AN AQUEOUS SYSTEM - A CONVENIENT MILD PROCEDURE FOR MARKOVNIKOV HYDRATION OF CARBON-CARBON DOUBLE BOND [J].

BROWN, HC ;

GEOGHEGA.PJ .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (06) :1844-&

[2]

BURKE SD, 1981, J ORG CHEM, V46, P2400, DOI 10.1021/jo00324a041

[3] ALKALOID SYNTHESIS VIA INTRAMOLECULAR ENE REACTION .2. APPLICATION TO DL-MESEMBRINE AND DL-DIHYDROMARITIDINE [J].

KECK, GE ;

WEBB, RR .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (07) :1302-1309

[4] MODES OF BETA-SILYL INVOLVEMENT IN SOLVOLYSIS [J].

LAMBERT, JB ;

FINZEL, RB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (07) :2020-2022

[5] RESEARCH IN 3-ARYLPYRROLIDINE SERIES .2. SYNTHESIS OF PRODUCTS RELATED TO MESEMBRINE AND CRININE [J].

LANGLOIS, M ;

GUILLONN.C ;

MEINGAN, J ;

MAILLARD, J .

TETRAHEDRON, 1971, 27 (22) :5641-&

[6] A CONVENIENT SYNTHESIS OF DELTA-1-PYRROLINES AND DELTA-1-PIPERIDINES [J].

OVERMAN, LE ;

BURK, RM .

TETRAHEDRON LETTERS, 1984, 25 (50) :5737-5738

[7] ENANTIOSELECTIVE TOTAL SYNTHESES OF PUMILIOTOXIN-B AND PUMILIOTOXIN-251D - A GENERAL ENTRY TO THE PUMILIOTOXIN-A ALKALOIDS VIA STEREOSPECIFIC IMINIUM ION VINYLSILANE CYCLIZATIONS [J].

OVERMAN, LE ;

BELL, KL ;

ITO, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (15) :4192-4201

[8] IMINIUM ION AND ACYLIMINIUM ION INITIATED CYCLIZATIONS OF VINYLSILANES - REGIOCONTROLLED CONSTRUCTION OF UNSATURATED AZACYCLICS [J].

OVERMAN, LE ;

MALONE, TC ;

MEIER, GP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (23) :6993-6994

[9]

SANCHEZ IH, 1983, J AM CHEM SOC, V105, P7640, DOI 10.1021/ja00364a029

[10]

SANCHEZ IH, 1983, HETEROCYCLES, V20, P247

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