Enantioselective Synthesis of Habiterpenol and Dasyscyphin A
Year: 2026
Type: article
Abstract: Meroterpenoid natural products exhibit remarkable structural diversity and biological activity but often present formidable stereochemical challenges in total synthesis. Recently, we reported the enantioselective total synthesis of habiterpenol and dasyscyphin A, two meroterpenoids bearing synthetically demanding cis-hydrindane frameworks. By combining Ti-catalyzed radical polyolefin cyclization with photocatalytic epimerization of ketone-adjacent quaternary stereocenters, our three-phase biomimetic strategy overrides the intrinsic preference of polyolefin cyclizations for all-trans-fused products. These studies demonstrate how post-cyclization stereochemical remodeling can expand the accessible outcomes of biomimetic polyolefin cyclizations.
Source: Synlett
DOI: 10.1055/a-3001-3257
Authors: Licheng Wu, Logan P Kelley, Alexander Schuppe
Institution: Vanderbilt University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
OpenAlex ID: W7225798339
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