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Chem Commun (Camb). 2010 Jul 21;46(27):5012-4. doi: 10.1039/c0cc00650e. Epub 2010 Jun 4.

Co(III)(salen)-catalyzed HKR of two stereocentered alkoxy- and azido epoxides: a concise enantioselective synthesis of (S,S)-reboxetine and (+)-epi-cytoxazone.

Author information

1
Chemical Engineering and Process Development Division, National Chemical Laboratoty, Pashan Road, Pune, 411008, India.

Abstract

The HKR of racemic syn- or anti- alkoxy- and azido epoxides catalyzed by Co(salen) complex affords a practical access to a series of enantioenriched syn- or anti- alkoxy- and azido epoxides and the corresponding 1,2-diols. This strategy has been successfully employed in the concise, enantioselective synthesis of bioactive molecules such as (S,S)-reboxetine and (+)-epi-cytoxazone.

PMID:
20526501
DOI:
10.1039/c0cc00650e
[Indexed for MEDLINE]

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