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Synthetic study of (−)-lasubine II via sequential cyclization process
Authors:Jaebum Lim
Institution:Department of Chemistry, College of Natural Science, Chungnam National University, Taejon 305-764, Republic of Korea
Abstract:A new synthetic pathway to lythraceae alkaloid lasubine II has been developed. In this approach, we designed a sequential cyclization pathway for the formation of quinolizidine ring. For the preparation of the requisite precursor, a known chiral β-amino ester has been used as a starting intermediate. Upon deprotection of Cbz group on nitrogen, endo-type Michael addition and the following SN2 reaction were assumed to proceed to provide (−)-2-epi lasubine II.
Keywords:Lasubine I  Lasubine II  Sequential cyclization  Michael addition
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