CuBr2-catalyzed diastereoselective allylation: total synthesis of decytospolides A and B and their C6-epimers

Literature Information

Publication Date 2020-03-09
DOI 10.1039/C9OB02689D
Impact Factor 3.876
Authors

Birakishore Padhi, G. Sudhakar Reddy, N. Arjunreddy Mallampudi, Utkal Mani Choudhury, Debendra K. Mohapatra


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Abstract

An efficient CuBr2-catalyzed diastereoselective allylation of a cyclic hemiacetal with allyltrimethylsilane as a nucleophile has been developed. The protocol offers a cost effective, protecting group tolerant, and operationally simple approach to 2,6-trans-disubstituted tetrahydropyran with excellent diastereoselectivity. Furthermore, the application of this methodology has been demonstrated in the total synthesis of decytospolides A and B and their C6-epimers.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
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