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A new synthesis of alkaloid (S)-3-hydroxypiperidin-2-one and its O-TBS protected derivative

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A new synthesis of alkaloid (S)-3-hydroxypiperidin-2-one and its O-TBS protected derivative.htm (414bytes)
Date
2009-03
Author
Huang, Pei-Qiang
黄培强
Chen, Guo
Zheng, Xiao
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  • 化学化工-已发表论文 [14469]
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Abstract
From the known lactone (S)-4, easily derived from L-glutamic acid, a scalable approach to chiral building block O-silylated 3-hydroxypiperidin-2-one 3 and alkaloid 1 was achieved in five and six-steps respectively. The key steps are a chemoselective amidation of lactone-ester 5 and a one-pot reductive borane-decomplexation, N-debenzylation and cyclization.
Citation
JOURNAL OF HETEROCYCLIC CHEMISTRY,2007,44(2):499-501
URI
http://dx.doi.org/doi:10.1002/jhet.5570440239
https://dspace.xmu.edu.cn/handle/2288/9511

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