REACTIVITY OF GAMMA-SUBSTITUTED BETA-FUNCTIONAL ALLYL ORGANOZINC COMPOUNDS - PREPARATION OF BETA-SUBSTITUTED AND GAMMA-SUBSTITUTED ALPHA-METHYLENE-GAMMA-BUTYROLACTONES

被引:21
作者
LAMBERT, F
KIRSCHLEGER, B
VILLIERAS, J
机构
关键词
D O I
10.1016/0022-328X(91)83172-Z
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Stable organozinc compounds derived from alkyl 3-alkyl 2-(bromomethyl) propenoates reacted with ketones and aldehydes to give alpha-methylene gamma-butyrolactones in excellent yields. Different reaction parameters were studied and some transition states were proposed.
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页码:71 / 86
页数:16
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共 15 条
[1]  
ABENHAIM D, 1968, CR ACAD SCI C CHIM, V267, P655
[2]  
ABENHAIM D, 1965, CR ACAD SCI C CHIM, V527, P264
[3]  
AMEER F, 1985, S AFR J CHEM, V38, P35
[4]   CONCERNING ADDITION OF GRIGNARD REAGENTS TO KETONES . EVIDENCE FOR A TERMOLECULAR MECHANISM [J].
ASHBY, EC ;
DUKE, RB ;
NEUMANN, HM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (08) :1964-&
[5]   THE REFORMATSKY REACTION [J].
DEWAR, MJS ;
MERZ, KM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (21) :6553-6554
[6]   SYNTHETIC POTENTIAL OF THE TERTIARY-AMINE-CATALYSED REACTION OF ACTIVATED VINYL CARBANIONS WITH ALDEHYDES [J].
DREWES, SE ;
ROOS, GHP .
TETRAHEDRON, 1988, 44 (15) :4653-4670
[7]  
ELALAMI N, 1988, SYNTHETIC COMMUN, V18, P2073
[8]  
ELALAMI N, 1987, TETRAHEDRON LETT, V28, P59
[9]   CHEMISTRY OF ORGANO-SILICON COMPOUNDS .134. 2-ALKOXYCARBONYLALLYLTRIMETHYLSILANES AS NEW REAGENTS OF 2-ALKOXYCARBONYLALLYLATION OF ELECTROPHILES [J].
HOSOMI, A ;
HASHIMOTO, H ;
SAKURAI, H .
TETRAHEDRON LETTERS, 1980, 21 (10) :951-954
[10]   PREPARATION AND STUDY ON NEW FUNCTIONAL ALLYL ORGANOZINC DERIVATIVES [J].
LAMBERT, F ;
KIRSCHLEGER, B ;
VILLIERAS, J .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 405 (03) :273-286