Synthesis of (Z)-1-phenylseleno-1,4-diorganyl-1-buten-3-ynes:: hydroselenation of symmetrical and unsymmetrical 1,4-diorganyl-1,3-butadiynes

被引：47

作者：

Dabdoub, MJ ^{[1
]}

Baroni, ACM ^{[1
]}

Lenardâo, EJ ^{[1
]}

Gianeti, TR ^{[1
]}

Hurtado, GR ^{[1
]}

机构：

[1] Univ Sao Paulo, FFCLRP, Dept Quim, Lab Sintese Compostos Organocalcogen, BR-3900 Ribeirao Preto, Brazil

来源：

TETRAHEDRON | 2001年 / 57卷 / 20期

基金：

巴西圣保罗研究基金会;

关键词：

D O I：

10.1016/S0040-4020(01)00337-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The hydroselenation of 1-organyl-1,3-butadiynes and 1,4-diorganyl-1,3-butadiynes with the sodium phenylselenolate anion, which was generated in situ by reacting diphenyl diselenide with NaBH4 in aqueous ethanol, results in the regio-, stereo- and chemoselective formation the 1-phenylseleno-4-organyl-1-buten-3-ynes and 1-phenylseleno-1, 1-diorganyl-1-buten-3-ynes of Z configuration respectively. The lack of selectivity with the 2-hydroxy-2-methyl-3,5-dodecadiyne was observed and the obtained product structures were studied in detail. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：4271 / 4276

页数：6

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