Diastereoselective synthesis of (±)-(3-aminocyclopentane)alkylphosphinic acids, conformationally restricted analogues of GABA

Diastereoselective synthesis of (±)-(3-aminocyclopentane)alkylphosphinic acids, conformationally restricted analogues of GABA
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DOI:
10.1039/b604002k
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发表时间:
2006-01-01
影响因子:
3.2
通讯作者:
Johnston, Graham A. R.
Johnston, Graham A. R.
中科院分区:
化学3区
文献类型:
--
作者:
Hanrahan, Jane R.;Mewett, Kenneth N.;Johnston, Graham A. R.

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描述了(+/-)-(3-氨基环戊烷)烷基次膦酸的两种非对映异构体的发散合成。两种非对映异构体均由关键的(+/-)-(3-羟基环戊二烯-1-烯)烷基次膦酸酯经5步获得,所述(+/-)-(3-羟基环戊二烯-1-烯)烷基次膦酸酯通过钯催化的C-P键形成反应制备。
A divergent synthesis of both diastereoisomers of (+/-)-(3-aminocyclopentane)alkylphosphinic acid is described. Both diastereoisomers are obtained in 5 steps from the key (+/-)-(3-hydroxycyclopent-1-ene) alkylphosphinate esters which are prepared via a palladium catalysed C-P bond forming reaction.