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Updated: May 28, 2026

A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
Published on: October 4, 2019
Total synthesis of norcembrenolide B and scabrolide D
Alec Saitman1, Pauline Rulliere, Steven D E Sullivan
1Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive MC: 0358, La Jolla, California 92093-0358, USA.
Abstract:
An efficient stereoselective synthesis of norcembrenolide B (8) and scabrolide D (9) is reported. The strategy is inspired by biogenetic relationships of related cembrenoids. Central to this approach is the construction of norbipinnatin J which upon selective C2 deoxygenation and C8 oxygenation produces norrubifolide and norcoralloidolide A. A sequence of site-selective oxidations and skeletal reorganizations then yields, in a divergent manner, compounds 8 and 9. The studies allow revision of the proposed structure of scabrolide D (9), which is identical to norcembrenolide C.
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