Gold(i)-catalyzed access to neomerane skeletons†
Abstract
The gold(I) catalyzed cycloisomerization of an enynyl propargylic ester, featuring a 1,2-acyloxy migration/intramolecular cyclopropanation sequence, opens a straightforward access to the 5,7,3-tricyclic skeleton of neomerane sesquiterpenes. The first total synthesis of 5-epi-valeneomerin B in 12 steps with an overall yield of 5.3% from the readily available hex-5-en-2-one is reported.
- This article is part of the themed collection: Synthetic Approaches to Natural Products via Catalytic Processes
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