Soluble and insoluble polymeric 1,3-dithiane reagents for the synthesis of aldehydes from alkyl halides

被引:7
|
作者
Bertini, V [1 ]
Lucchesini, F [1 ]
Pocci, M [1 ]
Alfei, S [1 ]
机构
[1] Univ Genoa, Dipartimento Chim & Tecnol Farmaceut & Alimentari, I-16147 Genoa, Italy
关键词
supported reagents; umpolung reactions; 1,3-dithianes aldehydes; alkyl halides;
D O I
10.1016/j.tet.2005.07.091
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Through the synthesis and study of model systems as proper dithiane derivatives, vinyl monomers and soluble copolymeric reagents containing 2-unsubstituted 1,3-dithiane rings, we attained the key synthon 1,3-dithiane-5-methanol. Through its reaction with commercial resins, new polymeric reagents useful for supported organic synthesis and combinatorial chemistry were developed. Exploiting the reactivity of position 2 in 1,3-dithiane rings, such polymeric reagents were employed in the production of aldehydes from alkyl halides through a process entirely free from unpleasant odors. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9519 / 9526
页数:8
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