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Highly Regio- and Stereodivergent Access to 1,2-Amino Alcohols or 1,4-Fluoro Alcohols by NHC-Catalyzed Ring Opening of Epoxy enals.

Authors :
Poh SB
Ong JY
Lu S
Zhao Y
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2018 Feb 05; Vol. 57 (6), pp. 1645-1649. Date of Electronic Publication: 2018 Jan 16.
Publication Year :
2018

Abstract

Described is an unprecedented NHC-catalyzed (NHC=N-heterocyclic carbene), stereoselective ring opening of epoxy and cyclopropyl enals to deliver valuable compounds bearing multiple stereocenters. A straightforward three-step procedure involving two catalytic enantioselective transformations has been developed and leads to a regio- and stereodivergent synthesis of either 1,2-amino alcohols/diamines or 1,4-fluoro alcohols with excellent diastereo- and enantiopurity.<br /> (© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
57
Issue :
6
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
29265585
Full Text :
https://doi.org/10.1002/anie.201709823