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Enantioselective Total Synthesis of RQN-18690A (18-Deoxyherboxidiene). | LitMetric

Enantioselective Total Synthesis of RQN-18690A (18-Deoxyherboxidiene).

Org Lett

Department of Chemistry, Graduate School of Science, Tohoku University, 6-3 Aramaki-Aza Aoba, Aoba-ku, Sendai 980-8578, Japan.

Published: July 2016

AI Article Synopsis

Article Abstract

The first total synthesis of RQN-18690A (18-deoxyherboxidiene) and the determination of its absolute stereochemical configuration are described. The synthesis features an organocatalytic aldol reaction for the first step, 1,4- and 1,2- dual reductions of α,β-unsaturated δ-lactone followed by a domino reaction in a one-pot operation, and diastereoselective epoxidation with kinetic resolution.

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http://dx.doi.org/10.1021/acs.orglett.6b01524DOI Listing

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