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First asymmetric synthesis of pyrrolizidine alkaloids, (+)-hyacinthacine B1 and (+)-B2
Authors:Tetsuya Sengoku
Institution:Department of Materials Science, Faculty of Engineering, Shizuoka University, Johoku 3-5-1, Naka-ku, Hamamatsu 432-8561, Japan
Abstract:An enantiomerically and diastereomerically pure route has been developed for the first asymmetric synthesis of (1S,2R,3R,5R,7aR)- and (1S,2R,3R,5S,7aR)-1,2-dihydroxy-3,5-dihydroxymethylpyrrolizidine, hyacinthacine B1 and B2, featuring efficient and stereodefined elaboration via the asymmetric dihydroxylation (AD) of the functionalized homochiral pyrrolidine derivative prepared from (S)-(−)-2-pyrrolidone-5-carboxylic acid.
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