Short step enantioselective synthesis of (-)-swainsonine.
Recent discovery of asymmetric desymmetrization of meso-heterocycles using (R,R)-(salen)manganese complex 2 as a catalyst allowed easy access to optically active 2,3,4-trisubstituted pyrrolidines. Taking advantage of this new reaction, we could achieve the short-step synthesis of (-)-swainsonine 1.
Punniyamurthy
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T
Department of Molecular Chemistry, Graduate School of Science, Kyushu University, Fukuoka, Japan.
Irie
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R
Katsuki
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D000470:Alkaloids; D002384:Catalysis; D002621:Chemistry / Q000379:methods; D008956:Models, Chemical; D015394:Molecular Structure; D011759:Pyrrolidines / Q000737:chemistry; D013237:Stereoisomerism; D017026:Swainsonine / Q000138:chemical synthesis*
D000470:Alkaloids; D011759:Pyrrolidines; D017026:Swainsonine