(2E,4E)-1,6-TRIMETHYLSILYLHEXA-2,4-DIENE - APPLICATION TO SYNTHESIS OF 3,4-DIVINYLOXOLANES

被引:5
作者
BROUARD, C [1 ]
PORNET, J [1 ]
MIGINIAC, L [1 ]
机构
[1] UNIV POITIERS,SYNTHESE ORGAN LAB,CNRS,UA 574,40 AVE RECTEUR PINEAU,F-86022 POITIERS,FRANCE
关键词
D O I
10.1016/S0040-4020(01)88759-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(2E, 4E)-1,6-bistrimethylsilylhexa-2,4-diene is a very convenient reagent to prepare in a one-pot reaction, from aldehydes or activated ketones, in the presence of a Lewis acid, either oxolanes with two vinylic substituents or homopentadienylic beta-functional silanes.
引用
收藏
页码:2385 / 2400
页数:16
相关论文
共 32 条
[1]   REACTIONS OF DELOCALIZED DICARBANIONS WITH DIHALIDES [J].
BAHL, JJ ;
BATES, RB ;
BEAVERS, WA ;
MILLS, NS .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (09) :1620-1622
[2]   ALLYLIC DIMETALATION AND TRIMETALATION OF SOME SIMPLE ALKENES AND DIENES [J].
BATES, RB ;
BEAVERS, WA ;
GREENE, MG ;
KLEIN, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (17) :5640-5643
[3]  
BOLAND W, 1989, Z NATURFORSCH C, V44, P829
[4]   FLASH VACUUM PYROLYSIS OF THE 3-THIABICYCLO[3.2.0]HEPTANE 3,3-DIOXIDE RING-SYSTEM - A NEW STEREOSPECIFIC SYNTHESIS OF CIS-1,2-DIVINYL DERIVATIVES [J].
CADOGAN, JIG ;
GOSNEY, I ;
MCLAUGHLIN, LM ;
HAMILL, BJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (24) :1242-1243
[5]  
COFFEY S, 1973, RODDS CHEM CARBON A, V4, P83
[6]  
Colvin E. W., 1981, SILICON ORGANIC SYNT
[7]   DIPHENYLMETHYLSILYL ETHER (DPMS) - A PROTECTING GROUP FOR ALCOHOLS [J].
DENMARK, SE ;
HAMMER, RP ;
WEBER, EJ ;
HABERMAS, KL .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (01) :165-168
[8]   MARINE NATURAL-PRODUCTS - METABOLITES OF MARINE-ALGAE AND HERBIVOROUS MARINE MOLLUSKS [J].
FAULKNER, DJ .
NATURAL PRODUCT REPORTS, 1984, 1 (03) :251-280
[9]  
Fleming I., 1989, ORG REACTIONS, V37, P57
[10]   VINYL COPPER DERIVATIVES .30. REACTIVITY OF GAMMA-SILYLATED VINYL COPPER REAGENTS [J].
FOULON, JP ;
BOURGAINCOMMERCON, M ;
NORMANT, JF .
TETRAHEDRON, 1986, 42 (05) :1399-1406