UNIGE document Scientific Article
previous document  unige:5223  next document
add to browser collection
Title

Aminal-pyrrolidine organocatalysts - Highly efficient and modular catalysts for α-functionalization of carbonyl compounds

Authors
Belot, Sébastien
Marchal, Estelle
Published in European Journal of Organic Chemistry. 2010, no. 5, p. 927-936
Abstract The substitution of the 4-position of hydroxyproline by aphenol group, together with an aminal on the 2-position, gave a synergistic effect leading to two powerful complementary organocatalysts. They show excellent enantiocontrol in the -functionalization of a wide range of linear/branched aldehydes and ketones, including Michael additions to ethenediyl disulfones or nitrostyrene and -amination. We obtained ees up to 98.5 % with low catalyst loadings (down to 1 mol-%). As a proof of efficiency, TOFs of up to 1000 h-1 could be obtained.
Keywords Asymmetric catalysisOrgano­catalysisMichael additionEnaminePyrrolidine
Identifiers
Full text
Article (Published version) (326 Kb) - document accessible for UNIGE members only Limited access to UNIGE
Structures
Citation
(ISO format)
QUINTARD, Adrien et al. Aminal-pyrrolidine organocatalysts - Highly efficient and modular catalysts for α-functionalization of carbonyl compounds. In: European Journal of Organic Chemistry, 2010, n° 5, p. 927-936. https://archive-ouverte.unige.ch/unige:5223

247 hits

6 downloads

Update

Deposited on : 2010-02-18

Export document
Format :
Citation style :