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Direct Catalytic Enantioselective α‐Aminoxylation of Ketones: A Stereoselective Synthesis of α‐Hydroxy and α,α′‐Dihydroxy Ketones
Author(s) -
Bøgevig Anders,
Sundén Henrik,
Córdova Armando
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200353018
Subject(s) - nitrosobenzene , enantioselective synthesis , stereoselectivity , chemistry , catalysis , natural product , ketone , organic chemistry , combinatorial chemistry
Proline‐catalyzed reactions between unmodified ketones and nitrosobenzene proceed with excellent diastereo‐ and enantioselectivities to provide protected α‐hydroxy and α,α′‐dihydroxy ketones [Eq. (1)]. Such compounds with chiral α‐hydroxy carbonyl units are crucial in natural product synthesis.