α,β-unsaturated acetals in synthesis

被引:17
作者
Deagostino, A [1 ]
Prandi, C [1 ]
Venturello, P [1 ]
机构
[1] Univ Corso Massimo Azeglio, Dipartimento Chim Gen & Organ Applicata, I-10125 Turin, Italy
关键词
D O I
10.2174/1385272033486666
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this review some results are reported that allow the acetal group of alpha,beta-unsaturated carbonyl derivatives to be considered not simply a protective function but also a synthetic tool for transforming aldehydes (and ketones) into a cheap and easily accessible starting material for the construction of various and more complex structures. The reported results can be grouped into three main sections: alpha,beta-unsaturated as masked acyl anions, as precursor of dienophilic moieties, and as reagent in organometallic syntheses. In many reported examples the key reagents are polar organometallic reagents, and in particular, the bimetallic (lithium-potassium) mixed base LIC-KOR, which is also known as Schlosser's superbase. We are not acquainted with previous reviews on these topics, and in our survey we have considered the literature later than the eighties.
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收藏
页码:821 / 839
页数:19
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