On July 25, 2018, Blumel, Marcus; Nagasawa, Shota; Blackford, Katherine; Hare, Stephanie R.; Tantillo, Dean J.; Sarpong, Richmond published an article.Formula: C10H14O3 The title of the article was Rearrangement of Hydroxylated Pinene Derivatives to Fenchone-Type Frameworks: Computational Evidence for Dynamically-Controlled Selectivity. And the article contained the following:
An acid-catalyzed Prins/semipinacol rearrangement cascade reaction of hydroxylated pinene derivatives that leads to tricyclic fenchone-type scaffolds in very high yields and diastereoselectivity has been developed. Quantum chem. anal. of the selectivity-determining step provides support for the existence of an extremely flat potential energy surface around the transition state structure. This transition state structure appears to be ambimodal, i.e., the fenchone-type tricyclic scaffolds are formed in preference to the competing formation of a bornyl (camphor-type) skeleton under dynamic control via a post-transition state bifurcation (PTSB). The experimental process involved the reaction of (Trimethoxymethyl)benzene(cas: 707-07-3).Formula: C10H14O3
The Article related to diastereoselective prins semipinacol rearrangement cascade hydroxylated pinene derivative fenchone, Terpenes and Terpenoids: Monoterpenes (C10), Including Cannabinoids, Chrysanthemic Acids, and Iridoid Aglycons and other aspects.Formula: C10H14O3
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics