Enantioselective Synthesis of (+)-Agelasidine A Using Thio-Claisen Rearrangement

Enantioselective Synthesis of (+)-Agelasidine A Using Thio-Claisen Rearrangement
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利用 Thio-Claisen 重排对映选择性合成 ( )-Agelasidine A

DOI:
10.1055/s-0040-1719933
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发表时间:
2022
期刊:
Synthesis
影响因子:
--
通讯作者:
R. Ochi and T. Masuda
R. Ochi and T. Masuda
中科院分区:
--
文献类型:
--
作者:
Y. Ichikawa;R. Ochi and T. Masuda

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利用α-甲硅烷基法呢醇的[1,3]-手性转移,通过关键的硫代克莱森重排反应,实现了海洋天然产物(+)-agelasidine A的对映选择性合成。合成物盐酸盐的旋光度证实了天然(+)-agelasidine A在C-10立体异构中心具有S-构型。
Enantioselective synthesis of the marine natural product (+)-agelasidine A has been achieved by taking advantage of [1,3]-chirality transfer from enantiomerically enriched α-silyl farnesol through a key thio-Claisen rearrangement. The optical rotation of the hydrochloride salt of the synthetic substance confirmed that natural (+)-agelasidine A has theS-configuration at its C-10 stereogenic center.
用于硼酯同系化的锂化伯烷基氨基甲酸酯
DOI: 10.1002/0471264229.os088.24
发表时间: 2012
期刊: Organic Syntheses
影响因子: 0.7
作者:
Matthew P. Webster;B. Partridge;V. Aggarwal
通讯作者: V. Aggarwal