Stereoselective preparation of (E)- and (Z)-di- and trisubstituted 1,3-butadienes

被引：4
|
作者：
Takeda, Takeshi [1 ]
Tateishi, Keiichiro [1 ]
Tsubouchi, Akira [1 ]
机构：
[1] Tokyo Univ Agr & Technol, Grad Sch Engn, Dept Appl Chem, Koganei, Tokyo 1848588, Japan
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 26期
关键词：
Conjugated dienes; Stereoselective synthesis; Allyltitanocenes; Ketones; Peterson elimination; HIGHLY DIASTEREOSELECTIVE ADDITION; CATALYZED 4+2 CYCLOADDITION; ETHYL CYCLOPROPYLIDENEACETATE; CROSS-METATHESIS; INTERNAL ALKYNES; FORMAL SYNTHESIS; DIENES; 1,3-DIENES; ALLYLTITANOCENES; OLEFINATION;
D O I：
10.1016/j.tetlet.2015.04.114
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of gamma-(trimethylsilyl)allyltitanocenes, generated by the desulfurizative titanation of trimethylsilyl-substituted allylic sulfides with the titanocene(II)-1-butene complex, with ketones produced beta-hydroxy silanes with good to complete anti-selectivity. Both (E)- and (Z)-1,1-disubstituted as well as 1,1,2-trisubstituted 1,3-butadienes are obtained stereoselectively by their Peterson elimination under acidic or basic conditions. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4016 / 4021
页数：6
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