Gold(I)-catalyzed access to neomerane skeletons

作者:Tugny Coralie; Khaled Omar; Derat Etienne; Goddard Jean Philippe; Mouries Mansuy Virginie*; Fensterbank Louis*
来源:Organic Chemistry Frontiers, 2017, 4(10): 1906-1916.
DOI:10.1039/c7qo00360a

摘要

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.

  • 出版日期2017-10-1