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Issue 10, 2020
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Toward the total synthesis of grayanane diterpene mollanol A by a Prins [3 + 2] strategy

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Abstract

Toward the total synthesis of a novel grayanoid, mollanol A, we developed a concise convergent strategy based on a formal [3 + 2] cyclization initiated by the Prins reaction. In this key intermolecular reaction between an unprotected hydroxyaldehyde and activating-group-free olefins, two chiral carbons and one densely substituted tetrahydrofuran ring were constructed stereoselectively.

Graphical abstract: Toward the total synthesis of grayanane diterpene mollanol A by a Prins [3 + 2] strategy

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Article information


Submitted
24 Jan 2020
Accepted
14 Feb 2020
First published
15 Feb 2020

Org. Biomol. Chem., 2020,18, 1877-1880
Article type
Communication

Toward the total synthesis of grayanane diterpene mollanol A by a Prins [3 + 2] strategy

J. Miao, Y. Zheng, L. Wang, S. Lu, S. Zhang, Y. Gong and S. Xu, Org. Biomol. Chem., 2020, 18, 1877
DOI: 10.1039/D0OB00160K

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