Stereoselective synthesis of 1,3-anti diols by an Ipc-mediated domino aldol-coupling/reduction sequence.

Stereoselective synthesis of 1,3-anti diols by an Ipc-mediated domino aldol-coupling/reduction sequence.
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DOI:
10.1021/ol3033303
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发表时间:
2013-01
期刊:
影响因子:
5.2
通讯作者:
Michael Dieckmann;D. Menche
Michael Dieckmann;D. Menche
中科院分区:
化学1区
文献类型:
--
作者:
Michael Dieckmann;D. Menche

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介绍了甲基酮与醛结合合成1,3-抗二醇的新多米诺工艺。操作简单的程序是基于ipc -硼-醛偶联和随后的ipc介导的中间β-羟基酮的还原。该序列具有优异的抗选择性,能够快速构建复杂的聚酮片段。
A novel domino process for 1,3-anti diol synthesis by the union of a methyl ketone with an aldehyde is described. The operationally simple procedure is based on an Ipc-boron-aldol coupling and subsequent Ipc-mediated reduction of the intermediate β-hydroxy-ketone. The sequence proceeds with excellent anti-selectivities and enables the rapid construction of complex polyketide fragments.