Enantioselective Radical Addition/Trapping Reactions with α,β-Disubstituted Unsaturated Imides. Synthesis of anti-Propionate Aldols

Enantioselective Radical Addition/Trapping Reactions with α,β-Disubstituted Unsaturated Imides. Synthesis of anti-Propionate Aldols

This manuscript describes a highly diastereo- and enantioselective intermolecular radical addition/hydrogen atom transfer to alpha,beta-disubstituted enoates. Additionally, we show that anti-propionate aldol-like products can be easily prepared from alpha-methyl-beta-acyloxyenoates in good yields an...

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Veröffentlicht in:Journal of the American Chemical Society 2005-03, Vol.127 (8), p.2390-2391
Hauptverfasser: SIBI, Mukund P., PETROVIC, Goran, ZIMMERMAN, Jake
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes - chemical synthesis
Aldehydes - chemistry
Chemistry
Exact sciences and technology
Free Radicals - chemistry
Imides - chemistry
Organic chemistry
Propionates - chemical synthesis
Propionates - chemistry
Reactivity and mechanisms
Stereoisomerism
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Zusammenfassung:This manuscript describes a highly diastereo- and enantioselective intermolecular radical addition/hydrogen atom transfer to alpha,beta-disubstituted enoates. Additionally, we show that anti-propionate aldol-like products can be easily prepared from alpha-methyl-beta-acyloxyenoates in good yields and high diastereo- and enantioselectivities.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja043371e