157952-83-5Relevant articles and documents
Furans from novel [3+2] photocycloaddition of alkenes to 2-(1-alkynyl)cyclohexenones
Margaretha,Reichow,Agosta
, p. 5393 - 5396 (1994)
Photocycloaddition of 2-alkynyl-substituted cyclohexenones 8c-11c with isobutylene (2) and tetramethylethylene (3a) leads to tricyclic furans 15a-18a and 15b-17b, respectively, in gas chromatographic yields of ~90%. A suggested mechanism for this novel pr
11-Step Total Synthesis of (-)-Maoecrystal v
Cernijenko, Artiom,Risgaard, Rune,Baran, Phil S.
supporting information, p. 9425 - 9428 (2016/08/11)
An expedient, practical, and enantioselective route to the highly congested ent-kaurane diterpene maoecrystal V is presented. This route, which has been several years in the making, is loosely modeled after a key pinacol shift in the proposed biosynthesis. Only 11 steps, many of which are strategic in that they build key skeletal bonds and incorporate critical functionalities, are required to access (-)-maoecrystal V. Several unique and unexpected maneuvers are featured in this potentially scalable pathway. Reevaluation of the biological activity calls into question the initial exuberance surrounding this natural product.