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Total synthesis of (-)- and (+)-tedanalactam
Mahesh S Majik1, Perunninakulath S Parameswaran, Santosh G Tilve
1Department of Chemistry, Goa University, Taleigao Plateau, Goa 403 206, India.
Abstract:
The first stereoselective route providing access to both enantiomers of tedanalactam, a naturally occurring piperidone, has been developed. The stereogenic centers were generated by the use of Sharpless asymmetric dihydroxylation. Tandem oxidation-Wittig reaction and one-pot deprotection, lactamization, and oxirane ring formation are the other key elements.
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