Difunctional additions to 1-cyclopropylallenes: an efficient and stereospecific method for the synthesis of 2,6-difunctional-1,3-hexadienes

被引：10

作者：

Meng, Bo ^{[1
]}

Yu, Lei ^{[2
]}

Huang, Xian ^{[1
,3
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310028, Zhejiang, Peoples R China

[2] Yangzhou Univ, Sch Chem & Chem Engn, Yangzhou 225002, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 17期

基金：

中国国家自然科学基金;

关键词：

RING-OPENING REACTIONS; METAL-CATALYZED REACTIONS; STEREOSELECTIVE METHOD; HIGHLY EFFICIENT; HOMOALLYLIC HALIDES; CONDUCTING POLYMERS; NONLINEAR OPTICS; ACETIC-ACID; METHYLENECYCLOPROPANES; ALLENES;

D O I：

10.1016/j.tetlet.2009.02.055

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The difunctional additions of electrophiles and nucleophiles to 1-cyclopropylallenes were investigated. Two different functional groups were introduced at the same time to give 2,6-difunctional-1,3-hexadienes stereoselectively in good yields. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：1947 / 1950

页数：4

共 17 条

[1] Electrophilic addition to 1-cyclopropylallenes: A highly efficient and stereoselective method for the preparation of 6-substituted-1,3-hexadienes
Yu, Lei
Meng, Bo
Huang, Xian
SYNLETT, 2008, (09) : 1331 - 1334
[2] Reaction of 1-cyclopropylallenes with phenylselenyl bromide: A highly efficient and stereoselective method for the preparation of 2-phenylselenyl-6-bromo-1,3-hexadienes
Yu, Lei
Meng, Bo
Huang, Xian
SYNLETT, 2007, (18) : 2919 - 2921
[3] Palladium-catalyzed stereospecific synthesis of 2,6-disubstituted tetrahydropyrans: 1,3-chirality transfer by an intramolecular oxypalladation reaction
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[4] STEREOSELECTIVITY OF OXYMERCURATION OF CYCLOALK-2-EN-1OLS . A CONVENIENT METHOD FOR STEREOSPECIFIC SYNTHESIS OF TRANS-1,3-DIOLS
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[7] A NEW, MORE EFFICIENT METHOD FOR SYNTHESIS OF GLYCOPYRANOSYL CYANIDES (2,6-ANHYDROALDONONITRILES) WITHOUT PARTICIPATION OF NEIGHBORING GROUPS - REDUCTION OF 2,6-ANHYDRO-1-DEOXY-1-NITROALDITOLES WITH PHOSPHORUS TRICHLORIDE
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