SYNTHESIS OF CYCLOPENTYLAMINES USING ZIRCONIUM CHEMISTRY

被引：29

作者：

DAVIS, JM ^{[1
]}

WHITBY, RJ ^{[1
]}

JAXACHAMIEC, A ^{[1
]}

机构：

[1] UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 09期

关键词：

D O I：

10.1016/S0040-4039(00)76242-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Insertion of alkyl or trialkylsilyl isocyanides into zirconacyclopentanes gives iminoacyl complexes which rearrange to zirconocene eta(2)-imine complexes on heating. These may insert alkynes to give 1-vinyl-1-cyclopentylamines on work up, or decomplex the zirconium to afford after hydrolysis, cyclopentanones. With benzyl isocyanide 1,2-migration of the eta(2)-imine complexes occurs before quenching.

引用

页码：1445 / 1448

页数：4

共 21 条

[1] TITANOCENE-CATALYZED CONVERSION OF ENYNES TO BICYCLIC CYCLOPENTENONES [J].

BERK, SC ;

GROSSMAN, RB ;

BUCHWALD, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (11) :4912-4913

[2]

BERK SC, 1992, J ORG CHEM, V57, P5803

[3] 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

[4] ZIRCONOCENE COMPLEXES OF IMINES - GENERAL-SYNTHESIS, STRUCTURE, REACTIVITY, AND INSITU GENERATION TO PREPARE GEOMETRICALLY PURE ALLYLIC AMINES [J].

BUCHWALD, SL ;

WATSON, BT ;

WANNAMAKER, MW ;

DEWAN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) :4486-4494

[5] SYNTHESIS OF SUBSTITUTED PYRROLES VIA ZIRCONOCENE COMPLEXES OF IMINES [J].

BUCHWALD, SL ;

WANNAMAKER, MW ;

WATSON, BT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (02) :776-777

[6]

COLES N, 1992, SYNLETT, P143

[7]

COLES N, 1990, SYNLETT, P271

[8]

COLES N, 1993, TETRAHEDRON LETT, V34, P3359

[9] FORMATION OF ZIRCONOCENE ETA-2-IMINE COMPLEXES BY REARRANGEMENT OF CYCLIC IMINOACYL COMPLEXES [J].

DAVIS, JM ;

WHITBY, RJ ;

JAXACHAMIEC, A .

TETRAHEDRON LETTERS, 1992, 33 (38) :5655-5658

[10]

DAVIS JM, UNPUB SYNLETT

← 1 2 3 →