Nickel-catalyzed tandem coupling of allyl electrophiles, alkynes, and alkynyltins

被引：31

作者：

Cui, DM ^{[1
]}

Tsuzuki, T ^{[1
]}

Miyake, K ^{[1
]}

Ikeda, S ^{[1
]}

Sato, Y ^{[1
]}

机构：

[1] Nagoya City Univ, Dept Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 467, Japan

来源：

TETRAHEDRON | 1998年 / 54卷 / 07期

关键词：

D O I：

10.1016/S0040-4020(97)10207-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The nickel-catalyzed intermolecular coupling of allyl acetate or allyl carbonate with alkynes and alkynyltins was carried out in the presence of LiCl to give 3,6-dien-1-yne regio-and stereoselectively. On the other hand, the intramolecular cyclization and coupling of omega-alkynyl electrophiles with alkynyltins gave five-membered cyclic products. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1063 / 1072

页数：10

共 29 条

[1] [Anonymous], J ORG CHEM
[2] STEREOSPECIFIC PALLADIUM-CATALYZED 1,4-ACETOXYCHLORINATION OF 1,3-DIENES
BACKVALL, JE
NORDBERG, RE
NYSTROM, JE
[J]. TETRAHEDRON LETTERS, 1982, 23 (15) : 1617 - 1620
[3] BILLINGTON D, 1991, COMPREHENSIVE ORGANI, V2, P423
[4] RECENT ADVANCES IN THE USE OF TANDEM REACTIONS FOR ORGANIC-SYNTHESIS
BUNCE, RA
[J]. TETRAHEDRON, 1995, 51 (48) : 13103 - 13159
[5] CASSAR L, 1973, SYNTHESIS-STUTTGART, P509
[6] CATALYSIS OF OLEFIN AND CARBON-MONOXIDE INSERTION REACTIONS
CHIUSOLI, GP
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1973, 6 (12) : 422 - 427
[7] A SIMPLE AND DIRECT METHOD OF CYCLIZATION FOR THE SYNTHESIS OF 10-MEMBERED RINGS
DESLONGCHAMPS, P
LAMOTHE, S
LIN, HS
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1987, 65 (06): : 1298 - 1307
[8] PALLADIUM-CATALYZED COUPLING OF ARYLSTANNANES WITH ORGANIC SULFONATES - A COMPREHENSIVE STUDY
FARINA, V
KRISHNAN, B
MARSHALL, DR
ROTH, GP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) : 5434 - 5444
[9] Ho T.-L., 1994, TACTICS ORGANIC SYNT, P79
[10] Ho T.-L., 1992, TANDEM ORGANIC REACT

← 1 2 3 →