Efficient Synthesis of Optically Active Gallocatechin-3-gallate Derivatives via 6-endo-Cyclization

Efficient Synthesis of Optically Active Gallocatechin-3-gallate Derivatives via 6-endo-Cyclization
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DOI:
10.1055/s-0028-1087371
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发表时间:
2008-12-16
期刊:
影响因子:
2
通讯作者:
Kan, Toshiyuki
Kan, Toshiyuki
中科院分区:
化学4区
文献类型:
--
作者:
Hirooka, Yasuo;Nitta, Mariko;Kan, Toshiyuki

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光学活性二氢苯并吡喃衍生物是通过相应环氧苯酚的6-内环化合成的,该衍生物很容易源自1,3-二芳基丙烯的对映选择性环氧化。合成的二氢苯并吡喃可转化为 (-)-5,7-二脱氧-没食子儿茶素没食子酸酯以及 (-)-5,7-二脱氧-表没食子儿茶素衍生物。
Optically active dihydrobenzopyran derivatives are synthesized by 6-endo cyclization of corresponding epoxy-phenol, which is readily derived from the enantioselective epoxidation of 1,3-diarylpropene. Synthetic dihydrobenzopyrans are converted into (-)-5,7-dideoxy-gallocatechin gallate as well as (-)-5,7-dideoxy-epigallocatechin derivative.