194031-12-4Relevant academic research and scientific papers
Nazarov cyclization of divinyl and arylvinyl epoxides: Application in the synthesis of resveratrol-based natural products
Sudhakar, Gangarajula,Satish, Kovela
supporting information, p. 6475 - 6480 (2015/04/22)
New variation in the Nazarov cyclization has been developed by preparing divinyl and arylvinyl epoxides as pentadienyl cation precursors for the first time. Highly substituted cyclopentadienes, hydrindienes, and indenes were synthesized to demonstrate the compatibility of this reaction with substrates bearing a variety of substitutions and having different types of epoxides. Application of this method in the synthesis of resveratrol-based natural products was also demonstrated.
Highly diastereoselective synthesis of bicyclo-[3.2.1]octenones through phosphine-mediated condensations of 1,4-dien-3-ones
McDougal, Nolan T.,Schaus, Scott E.
, p. 3117 - 3119 (2007/10/03)
(Chemical Equation Presented) Making rings: A highly diastereoselective synthesis of bicyclo[3.2.1]octenones from 1,4-dien-3-ones occurs through a domino phosphine-mediated formal [4+2] cycloaddition followed by an intramolecular Wittig olefination.
Development of an anomalous heck reaction: Skeletal rearrangement of divinyl and enyne carbinols
Ndungu, J. Maina,Larson, Kimberly K.,Sarpong, Richmond
, p. 5845 - 5848 (2007/10/03)
(Chemical Equation Presented) A general set of conditions that achieves the union of aryl halides and divinyl or enyne carbinols to afford tri- or tetrasubstituted olefins in good yields (up to 83%) is described. The mechanism by which this proceeds is believed to involve the intermediacy of a cyclopropanol, followed by a novel skeletal reorganization. The ability to suppress β-hydride elimination of organopalladium intermediates appears to be critical to the success of these processes.
