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Asymmetric aldol additions catalyzed by chiral phosphoramides: Electronic effects of the aldehyde component

โœ Scribed by Scott E Denmark; Robert A Stavenger; Ken-Tsung Wong


Book ID
108379035
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
946 KB
Volume
54
Category
Article
ISSN
0040-4020

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Asymmetric aldol addition of aldehydes t
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Aldol reaction of aldehydes with difluomketene ethyl trimethylsilyl acetal (1) in the presence of a substoichiometric amount of chiral Lewis acid 2 or 3 provides the corresponding ~,a-difluom hydroxy esters 4-12 with high enantioselectivitles (up to 98% ee). Reaction temperature has a great influenc

Asymmetric allylation of aromatic aldehy
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Chiral phosphoramides prepared from (S)-proline were used to catalyze the allylation and crotylation of aromatic aldehydes with allylic trichlorosilanes in good enantioseleetive yields. Phosphoramides 4d and 4m gave chiral homoallylic alcohols and their enantiomers, respectively, with similar levels