An efficient stereoselective synthesis of (2S,4S,5R)-(−)- and (2R,4R,5S)-(+)-bulgecinine |
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Authors: | Subhash P Chavan Cherukupally Praveen Pallavi Sharma UR Kalkote |
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Institution: | Division of Organic Chemistry: Technology, National Chemical Laboratory, Pune 411008, India |
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Abstract: | A short synthetic route to (−)-and (+)-bulgecinine, the amino acid moiety of the bulgecins was achieved from the readily available nonchiral pool starting material cis-2-butene-1,4-diol in which a Claisen orthoester rearrangement and a Sharpless asymmetric dihydroxylation were used as the key steps. |
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