CHEMOSELECTIVE CARBON-CARBON BOND FORMATION REACTIONS OF ZIRCONACYCLOPENTENES

被引:59
作者
KASAI, K
KOTORA, M
SUZUKI, N
TAKAHASHI, T
机构
[1] INST MOLEC SCI,COORDINAT CHEM LABS,OKAZAKI,AICHI 444,JAPAN
[2] GRAD UNIV ADV STUDIES,OKAZAKI,AICHI 444,JAPAN
关键词
D O I
10.1039/c39950000109
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of zirconacyclopentenes with allyl chloride in the presence of a copper salt and a lithium or magnesium salt proceeds at the alkenyl carbon on zirconium with high chemoselectivity; selective C-C bond formation at the alkyl carbon was also achieved by treatment of zirconacyclopentenes with a copper salt and a lithium or magnesium salt, methanol and allyl chloride.
引用
收藏
页码:109 / 110
页数:2
相关论文
共 17 条
[1]   NEW ZIRCONIUM METALLACYCLES AND ETHYL COMPLEXES [J].
ALT, HG ;
DENNER, CE .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 368 (01) :C15-C17
[2]   CHEMOSELECTIVE FUNCTIONALIZATION OF ZIRCONACYCLOPENTENES [J].
AOYAGI, K ;
KASAI, K ;
KONDAKOV, DY ;
HARA, R ;
SUZUKI, N ;
TAKAHASHI, T .
INORGANICA CHIMICA ACTA, 1994, 220 (1-2) :319-326
[3]   GROUP-4 METAL-COMPLEXES OF BENZYNES, CYCLOALKYNES, ACYCLIC ALKYNES, AND ALKENES [J].
BUCHWALD, SL ;
NIELSEN, RB .
CHEMICAL REVIEWS, 1988, 88 (07) :1047-1058
[4]   THE SYNTHESIS, REACTIONS, AND MOLECULAR-STRUCTURE OF ZIRCONOCENE ALKYNE COMPLEXES [J].
BUCHWALD, SL ;
WATSON, BT ;
HUFFMAN, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) :2544-2546
[5]   REACTION OF 3-ZIRCONA-1-CYCLOPENTENES AND ZIRCONACYCLOPENTANES WITH ALDEHYDES - A SELECTIVE AND CONVENIENT SYNTHESIS OF 4-PENTEN-1-OLS, (Z)-5-IODO-4-PENTEN-1-OLS, AND RELATED ALKANOLS [J].
COPERET, C ;
NEGISHI, EI ;
XI, ZF ;
TAKAHASHI, T .
TETRAHEDRON LETTERS, 1994, 35 (05) :695-698
[6]   SYNTHESIS, STRUCTURE, AND REACTIVITY OF A ZIRCONOCENE COMPLEX OF CYCLOBUTENE [J].
FISHER, RA ;
BUCHWALD, SL .
ORGANOMETALLICS, 1990, 9 (03) :871-873
[7]   SYNTHESIS AND REACTIVITY OF ALKENYL AND ALKYNYL DERIVATIVES OF PERMETHYLZIRCONOCENE AND PERMETHYLHAFNOCENE - REARRANGEMENT OF ALKENYL DERIVATIVES INVOLVING BETA-H ELIMINATION FROM AN SP2-HYBRIDIZED CARBON [J].
MCDADE, C ;
BERCAW, JE .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 279 (1-2) :281-315
[8]   NOVEL SYNTHESIS OF NITROGEN-HETEROCYCLES USING ZIRCONIUM-PROMOTED REDUCTIVE COUPLING - FORMAL TOTAL SYNTHESIS OF DENDROBINE [J].
MORI, M ;
UESAKA, N ;
SHIBASAKI, M .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (13) :3519-3521
[9]   METAL-PROMOTED CYCLIZATION .19. NOVEL BICYCLIZATION OF ENYNES AND DIYNES PROMOTED BY ZIRCONOCENE DERIVATIVES AND CONVERSION OF ZIRCONABICYCLES INTO BICYCLIC ENONES VIA CARBONYLATION [J].
NEGISHI, E ;
HOLMES, SJ ;
TOUR, JM ;
MILLER, JA ;
CEDERBAUM, FE ;
SWANSON, DR ;
TAKAHASHI, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (09) :3336-3346
[10]   MIGRATORY INSERTION REACTIONS OF ORGANOMETALLICS .2. ONE-POT CONVERSION OF ALKYNES AND ALKENES INTO ONE-CARBON HOMOLOGATED ALDEHYDES VIA HYDROZIRCONATION-ISOCYANIDE INSERTION-HYDROLYSIS [J].
NEGISHI, E ;
SWANSON, DR ;
MILLER, SR .
TETRAHEDRON LETTERS, 1988, 29 (14) :1631-1634