Abstract
A large number of interesting organocatalytic enantioselective protocols have been explored and successfully applied in the last decade. Among them, the Henry (nitroaldol) reaction represents a powerful carbon-carbon bond-forming procedure for the preparation of valuable synthetic intermediates, such as enantioenriched nitro alcohols, which can be further transformed in a number of important nitrogen and oxygen-containing compounds. This area of research is still in expansion and a more complex version of this useful process has recently emerged, the domino Michael/Henry protocol, affording highly functionalized cycles with multiple stereogenic centers.
Highlights
The reaction between an in situ generated nitronate species and a carbonyl compound, known asHenry reaction, is an important carbon-carbon bond-forming method in organic synthesis [1].This process represents a powerful and useful tool for the synthesis of valuable β-nitroalcohols [2], providing, after further transformation of the β-nitroalcohols, efficient access to interesting and highly functionalized intermediates like nitroalkenes, 1,2-amino alcohols and α-hydroxy carboxylic acids [3,4].In the last decade a new discipline: asymmetric organocatalysis, has attracted much attention by many research groups [5,6,7]
The Henry reaction may be promoted under many different conditions and using diverse catalytic systems providing from moderate-to-good enantioselectivities
This review will focus on the current progress of the Henry reaction in the field of asymmetric organocatalysis
Summary
The reaction between an in situ generated nitronate species and a carbonyl compound, known as. Henry (nitroaldol) reaction, is an important carbon-carbon bond-forming method in organic synthesis [1]. This process represents a powerful and useful tool for the synthesis of valuable β-nitroalcohols [2], providing, after further transformation of the β-nitroalcohols, efficient access to interesting and highly functionalized intermediates like nitroalkenes, 1,2-amino alcohols and α-hydroxy carboxylic acids [3,4]. This review will focus on the current progress of the Henry reaction in the field of asymmetric organocatalysis. The most significant contributions since 2007 will be discussed and illustrated, since earlier examples have been extensively reported in other main works dedicated to this process [26,27], in some cases references to the pioneering models will be necessary
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