De Novo Asymmetric Syntheses of (+)-Goniothalamin, (+)-Goniothalamin oxide and 7,8-Bis-epi-Goniothalamin using Asymmetric Allylations.

De Novo Asymmetric Syntheses of (+)-Goniothalamin, (+)-Goniothalamin oxide and 7,8-Bis-epi-Goniothalamin using Asymmetric Allylations.
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(+) - 促性甲瓜素,(+) - 氧化促性腺素和7,8-Bis-epi-goniothalamin的从头不对称合成。

DOI:
10.1016/j.tet.2009.03.097
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发表时间:
2009-06-27
期刊:
影响因子:
2.1
通讯作者:
O'Doherty GA
O'Doherty GA
中科院分区:
化学3区
文献类型:
--
作者:
Harsh P;O'Doherty GA

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A highly enantio- and diastereoselective approach to either enantiomer of (+)-goniothalamin, (+)-goniothalamin oxide and 7,8-bis-epi-goniothalamin oxide has been developed from achiral cinnamyl alcohol or cinnamaldehyde. The asymmetry of the synthesis was installed by means of a Krische or Leighton allylation. The remaining stereochemistry was installed by a diastereoselective epoxidation.
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