REGIOSELECTIVE HYDROSILYLATION-DESILYLATION - CONVENIENT PREPARATION OF A 2-(TRIMETHYLSILYL)-1-ALKENE

被引:31
作者
HUDRLIK, PF [1 ]
SCHWARTZ, RH [1 ]
HOGAN, JC [1 ]
机构
[1] RUTGERS STATE UNIV, SCH CHEM, NEW BRUNSWICK, NJ 08903 USA
关键词
D O I
10.1021/jo01315a040
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Vinylsilanes are compounds of increasing importance in organic synthesis,3 in part because they undergo electrophilic substitution reactions with a variety of reagents and thus serve as vinyl anion equivalents3, 4 and in part because the derived α,β-epoxysilanes can serve as versatile vinyl cation equivalents.5 A number of methods for the synthesis of vinylsilanes have been reported,6, 7 but few of these are suited for the preparation of 2-(trimethylsilyl)-1-alkenes.7. © 1979, American Chemical Society. All rights reserved.
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页码:155 / 157
页数:3
相关论文
共 48 条
[11]  
CHAN TH, 1977, TETRAHEDRON LETT, P3317
[12]  
CHAN TH, 1976, SYNTHESIS-STUTTGART, P801
[13]   SILICON IN ORGANIC-SYNTHESIS [J].
COLVIN, EW .
CHEMICAL SOCIETY REVIEWS, 1978, 7 (01) :15-64
[14]   TRANS-BETA-TRIMETHYLSILYLVINYLLITHIUM [J].
CUNICO, RF ;
CLAYTON, FJ .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (08) :1480-1482
[15]   SILYLATION OF ACETYLENIC HYDROCARBONS BY MEANS OF CHLOROSILANES [J].
DUNOGUES, J ;
BOURGEOIS, P ;
PILLOT, JP ;
MERAULT, G ;
CALAS, R .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 87 (02) :169-181
[16]   ORGANOMETALLIC COMPOUNDS OF GROUP-3 .30. KINETIC, STEREOCHEMICAL, AND MOLECULAR ASSOCIATION FACTORS IN HYDRALUMINATION OF GROUP-4 SUBSTITUTED ALKYNES - ROLE OF PPI-DPI CONJUGATION IN ADDITION OF DIISOBUTYLALUMINUM HYDRIDE TO TRIMETHYL(PHENYLETHYNYL)SILAN [J].
EISCH, JJ ;
RHEE, SG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (16) :4673-4682
[17]   ORGANOMETALLIC COMPOUNDS OF GROUP-3 .35. STEREOSPECIFIC REDUCTIVE ALKYLATION OF ACETYLENES BY SUCCESSIVE HYDRALUMINATION AND CARBODEMETALLATION [J].
EISCH, JJ ;
DAMASEVITZ, GA .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (12) :2214-2215
[19]   ALIPHATIC FRIEDEL-CRAFTS ACYLATION OF VINYL SILANES [J].
FLEMING, I ;
PEARCE, A .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (15) :633-634
[20]   CONVENIENT SYNTHESIS OF VINYLSILANES AND THEIR USE IN KETONE SYNTHESIS [J].
GROBEL, BT ;
SEEBACH, D .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1974, 13 (01) :83-84