COPPER(I) CHLORIDE-MEDIATED INTRAMOLECULAR COUPLING OF VINYLTRIMETHYLSTANNANE AND VINYL HALIDE FUNCTIONS

被引：70

作者：

PIERS, E

WONG, T

机构：

[1] Department of Chemistry, University of British Columbia, Vancouver, British Columbia, V6T 1Z1, 2036 Main Mall, University Campus

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 14期

关键词：

D O I：

10.1021/jo00066a006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of substances possessing vinyl-trimethylstannane and vinyl halide (I or Br) functions with copper(I) chloride in N,N-dimethylformamide (DMF) constitutes a new effective method for the stereospecific synthesis of cyclic conjugated dienes.

引用

页码：3609 / 3610

页数：2

共 21 条

[11] ANNULATION SEQUENCES EMPLOYING METHYL (E)-6-IODO-3-TRIMETHYLSTANNYL-2-HEXENOATES AND (Z)-6-IODO-3-TRIMETHYLSTANNYL-2-HEXENOATES AND RELATED BIFUNCTIONAL REAGENTS - PREPARATION OF CISOID CIS AND CISOID-TRANS BICYCLIC DIENES
PIERS, E
FRIESEN, RW
RETTIG, SJ
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1992, 70 (05): : 1385 - 1396
[12] ANNULATIONS LEADING TO DIENE SYSTEMS - TOTAL SYNTHESES OF THE DOLASTANE-TYPE DITERPENOIDS (+/-)-(5S,12R,14S)-DOLASTA-1(15),7,9-TRIEN-14-OL AND (+/-)-AMIJITRIENOL
PIERS, E
FRIESEN, RW
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1992, 70 (04): : 1204 - 1220
[13] DECONJUGATION ALKYLATION OF ETHYL 3-(TRIMETHYLSTANNYL)-2-ALKENOATES - STEREOCONTROLLED SYNTHESIS OF ETHYL 2-ALKYLIDENE-3-METHYLENECYCLOBUTANECARBOXYLATES
PIERS, E
LU, YF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (04) : 926 - 927
[14] INTRAMOLECULAR PALLADIUM(0)-CATALYZED COUPLING OF ENOL TRIFLATE AND VINYLSTANNATE FUNCTIONS - NEW ANNULATION SEQUENCES LEADING TO BICYCLIC DIENE SYSTEMS
PIERS, E
FRIESEN, RW
KEAY, BA
[J]. TETRAHEDRON, 1991, 47 (26) : 4555 - 4570
[15] PALLADIUM-CATALYZED COUPLING OF VINYL TRIFLATES WITH ORGANOSTANNANES - SYNTHETIC AND MECHANISTIC STUDIES
SCOTT, WJ
STILLE, JK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (11) : 3033 - 3040
[16] SCOTT WJ, 1990, ORG SYNTH, V68, P116
[17] PALLADIUM-CATALYZED COUPLING REACTIONS OF 1-(TRIBUTYLSTANNYL)-1-OCTEN-3-OL
STILLE, JK
SWEET, MP
[J]. ORGANOMETALLICS, 1990, 9 (12) : 3189 - 3191
[18] THE PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOTIN REAGENTS WITH ORGANIC ELECTROPHILES
STILLE, JK
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (06): : 508 - 523
[19] INTRAMOLECULAR PALLADIUM-CATALYZED CYCLIZATIONS OF ESTERS CONTAINING VINYL TRIFLATE AND VINYLSTANNANE GROUPS AT THE TERMINI - SYNTHESIS OF LARGE-RING LACTONES
STILLE, JK
TANAKA, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (12) : 3785 - 3786
[20] STEREOSPECIFIC CROSS-COUPLING OF VINYL HALIDES WITH VINYL TIN REAGENTS CATALYZED BY PALLADIUM
STILLE, JK
GROH, BL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (03) : 813 - 817

← 1 2 3 →