Nitroalkanes as central reagents in the synthesis of spiroketals

被引:32
作者
Ballini, Roberto [1 ]
Petrini, Marino [1 ]
Rosini, Goffredo [2 ]
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
[2] Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
关键词
conjugate addition; Nef reaction; nitroaldol reaction; nitroalkanes; spiroketals;
D O I
10.3390/molecules13020319
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Nitroalkanes can be profitably employed as carbanionic precursors for the assembly of dihydroxy ketone frameworks, suitable for the preparation of spiroketals. The carbon-carbon bond formation is carried out exploiting nitroaldol and Michael reactions, while the nitro to carbonyl conversion (Nef reaction) ensures the correct introduction of the keto group. Several spiroketal systems endowed with considerable biological activity can be prepared using this synthetic strategy.
引用
收藏
页码:319 / 330
页数:12
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