Diastereoselective construction of the benzannulated spiroketal core of chaetoquadrins enabled by a regiodivergent cascade

Literature Information

Publication Date 2020-05-26
DOI 10.1039/D0QO00484G
Impact Factor 5.281
Authors

Shengxiang Qiu, Hongxin Liu, Haibo Tan


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Abstract

A remarkable acid-mediated methodology for the regiodivergent construction of a biologically interesting tricyclic benzannulated spiroketal skeleton with diastereomeric specificity was uncovered using a variety of readily available phenol substrates. The approach mainly refers to an intriguing hemi-ketalization/dehydration/Michael addition/ketalization cascade process, offering a viable synthetic strategy to efficiently access analogs of chaetoquadrins.

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