Diastereoselectivity in the Paterno-Buchi reaction on furan derivatives

被引：17
|
作者：
D'Auria, M [1 ]
Emanuele, L [1 ]
Racioppi, R [1 ]
机构：
[1] Univ Basilicata, Dipartimento Chim, I-85100 Potenza, Italy
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 20期
关键词：
photochemistry; furan; benzoin; benzofuran; Paterno-Buchi reaction;
D O I：
10.1016/j.tetlet.2004.03.133
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of benzoin, 4,4'-dimethoxybenzoin and benzoin ethyl ether with furan gave the corresponding adduct with high diastereoselectivity (71-100%). The diastereoselectivity was explained considering the relative stability of the biradical intermediates. Benzofuran reacts with (S)-1-methylpropylbenzoylformate to give the corresponding adduct with de = 58%. The diastereoselectivity was explained considering the relative stability of the biradical intermediates. (C) 2004 Elsevier Ltd. All rights reserved.
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页码：3877 / 3880
页数：4
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