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- Title
Stereoselective Synthesis of cis-2,6-Disubstituted Morpholines and 1,4-Oxathianes by Intramolecular Reductive Etherification of 1,5-Diketones.
- Authors
Gharpure, Santosh J.; Anuradha, Dandela; Prasad, Jonnalagadda V. K.; Srinivasa Rao, Pidugu
- Abstract
A simple and efficient, Lewis acid catalysed reductive etherification strategy for the stereoselective synthesis of cis-2,6-disubstituted morpholines and 1,4-oxathianes starting from readily available 1,5-diketones has been developed. The strategy is used in the total synthesis of morpholine-based natural products (±)-chelonin A and formal total synthesis of (±)-chelonin C.
- Subjects
MORPHOLINE; ETHERIFICATION; STEREOSELECTIVE reactions; REDUCTION of ketones; LEWIS acids
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 1, p86
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201403294