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A highly stereocontrolled asymmetric total synthesis of epimer of (+)-7-deoxypancratistatin
Authors:Subhash P Chavan  Sumanta Garai  Chandan Dey  Rajesh G Gonnade
Institution:1. Division of Organic Chemistry, CSIR-NCL (National Chemical Laboratory), Pune 411008, India;2. Physical/Materials Chemistry Division, CSIR-NCL (National Chemical Laboratory), Pune 411008, India
Abstract:A highly stereocontrolled asymmetric total synthesis of epimer of (+)-7-deoxypancratistatin has been achieved from readily available starting materials via unified strategy employing Sharpless asymmetric dihydroxylation, ring closing metathesis, Overman rearrangement, hydrogenolysis and Bischler–Napieralski reaction in 15 purification steps with 15% overall yield.
Keywords:Amaryllidaceous alkaloids  7-Deoxypancratistatin  Epimer  Sharpless asymmetric dihydroxylation  Deoxygenation
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