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Review
. 2008 Feb 7;13(2):319-30.
doi: 10.3390/molecules13020319.

Nitroalkanes as central reagents in the synthesis of spiroketals

Roberto Ballini  1 , Marino Petrini, Goffredo Rosini
Affiliations
Review

Nitroalkanes as central reagents in the synthesis of spiroketals

Roberto Ballini et al. Molecules. .

Abstract

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.

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