(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

来源：

TETRAHEDRON | 1992年 / 48卷 / 12期

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

页码：2385 / 2400

页数：16

共 32 条

[21] [2,3] WITTIG RING CONTRACTION - SYNTHESIS OF PARA-MENTHANE DERIVATIVES [J].

MARSHALL, JA ;

LEBRETON, J .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) :4108-4112

[22] SYNTHETIC METHODS AND REACTIONS .119. N-FORMYLMORPHOLINE - A NEW AND EFFECTIVE FORMYLATING AGENT FOR THE PREPARATION OF ALDEHYDES AND DIALKYL (1-FORMYLALKYL)PHOSPHONATES FROM GRIGNARD OR ORGANO-LITHIUM REAGENTS [J].

OLAH, GA ;

OHANNESIAN, L ;

ARVANAGHI, M .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (20) :3856-3857

[23] REACTIVITY OF SOME ALPHA-UNSATURATED AND ALPHA,GAMMA-UNSATURATED SILANES TOWARDS ACETALS IN THE PRESENCE OF A LEWIS ACID [J].

PORNET, J .

TETRAHEDRON LETTERS, 1980, 21 (21) :2049-2050

[24] CHEMISTRY OF ORGANO-SILICON COMPOUNDS .188. REACTION OF ORGANODISILANES WITH DIENES CATALYZED BY TRANSITION-METAL COMPLEXES - PREPARATION OF 1,8-BIS(TRIMETHYLSILYL)OCTA-2,6-DIENE AND ITS USE IN THE SYNTHESIS OF DL-MUSCONE [J].

SAKURAI, H ;

ERIYAMA, Y ;

KAMIYAMA, Y ;

NAKADAIRA, Y .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 264 (1-2) :229-237

[25] A USEFUL DIENEMETHYLATION AGENT - 2,4-PENTADIENYLTRIMETHYLSILANE [J].

SEYFERTH, D ;

PORNET, J ;

WEINSTEIN, RM .

ORGANOMETALLICS, 1982, 1 (12) :1651-1658

[26] (2,4-PENTADIENYL)TRIMETHYLSILANE - A USEFUL PENTADIENYLATION REAGENT [J].

SEYFERTH, D ;

PORNET, J .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (09) :1721-1722

[27] THE ACID-CATALYZED REARRANGEMENT OF PHENYLETHYNYLCARBINOLS [J].

SMISSMAN, EE ;

JOHNSEN, RH ;

CARLSON, AW ;

AYCOCK, BF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (14) :3395-3400

[28] STEREOSPECIFIC SYNTHESIS OF CIS-DISUBSTITUTED AND TRANS-DISUBSTITUTED TETRAHYDROFURANS [J].

TERLINDEN, R ;

BOLAND, W ;

JAENICKE, L .

HELVETICA CHIMICA ACTA, 1983, 66 (02) :466-472

[29] ACYLATION OF 1,3-BIS(TRIMETHYLSILYL)-PROPENE AND 1,8-BIS(TRIMETHYLSILYL)-1,7-OCTADIENE - OBTENTION OF (+/-)-1-ALKYL-2,5-DIVINYLCYCLOPENTANOLS [J].

TUBUL, A ;

SANTELLI, M .

TETRAHEDRON, 1988, 44 (13) :3975-3982

[30]

TUBUL A, 1991, SYNTHESIS-STUTTGART, V2, P173

← 1 2 3 4 →