An Enantioselective Cross-Dehydrogenative Coupling Catalysis Approach to Substituted Tetrahydropyrans.

An Enantioselective Cross-Dehydrogenative Coupling Catalysis Approach to Substituted Tetrahydropyrans.
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DOI:
10.1021/jacs.8b03063
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发表时间:
2018-05-23
影响因子:
15
通讯作者:
Scheidt KA
Scheidt KA
中科院分区:
化学1区
文献类型:
--
作者:
Lee A;Betori RC;Crane EA;Scheidt KA

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An enantioselective cross-dehydrogenative coupling (CDC) reaction to access tetrahydropyrans has been developed. This process combines in situ Lewis acid activation of a nucleophile in concert with the oxidative formation of a transient oxocarbenium electrophile, leading to a productive and highly enantioselective CDC. These advances represent one of the first successful applications of CDC for the enantioselective couplings of unfunctionalized ethers. This system provides efficient access to valuable THP motifs found in many natural products and bioactive small molecules.
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