Stereoselective hetero Diels-Alder reaction of selenoaldehydes with pentavalent phosphole chalcogenides

被引：2
|
作者：
Segi, Masahito [1 ]
Kawaai, Katsuhiko [1 ]
Honda, Mitsunori [1 ]
Fujinami, Shuhei [1 ]
机构：
[1] Kanazawa Univ, Grad Sch Nat Sci & Technol, Div Sci Mat, Kanazawa, Ishikawa 9201192, Japan
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 19期
关键词：
selenoaldehyde; cycloaddition reaction; phosphole sulfide; phosphole selenide; selenium-containing heterocycle;
D O I：
10.1016/j.tetlet.2007.03.079
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Stereoselective hetero Diels-Alder reaction of selenoaldehydes, generated by thermal retro Diels-Alder reaction of anthracene cycloadducts, with pentavalent 3,4-dimethylphosphole chalcogenides at 110 degrees C in toluene to give the corresponding [4+2] cycloadducts as a single diastereoisomer in good yields, accompanied by a slight scrambling of chalcogen atoms. Higher reaction temperature led to an increase of the scrambling between chalcogen atoms. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3349 / 3354
页数：6
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