One-Pot Synthesis of Chiral α-Substituted β,γ-Epoxy Aldehyde Derivatives through an Asymmetric Aldol Reaction of Chloroacetaldehyde

One-Pot Synthesis of Chiral α-Substituted β,γ-Epoxy Aldehyde Derivatives through an Asymmetric Aldol Reaction of Chloroacetaldehyde
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DOI:
10.1002/anie.201005577
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发表时间:
2011-01-01
影响因子:
16.6
通讯作者:
Ishikawa, Hayato
Ishikawa, Hayato
中科院分区:
化学1区
文献类型:
--
作者:
Hayashi, Yujiro;Yasui, Yusuke;Ishikawa, Hayato

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欢迎喝水!用一锅法合成了手性α取代β,γ环氧化物,产率高,对映体选择性好。这一过程的关键反应包括一系列不间断的顺序反应,它是由二芳基脯氨醇衍生物介导的氯乙醛水溶液的不对称Aldol反应(见图)。
Water is welcome! Chiral α-substituted β, γ-epoxides have been prepared in good yields and with excellent enantioselectivities in a one-pot synthetic procedure. The key reaction of this process, which involves a series of uninterrupted sequential reactions, is an asymmetric aldol reaction of aqueous chloroacetaldehyde mediated by a diarylprolinol derivative (see scheme).