38510-79-1Relevant academic research and scientific papers
Tuning of α-Silyl Carbocation Reactivity into Enone Transposition: Application to the Synthesis of Peribysin D, E-Volkendousin, and E-Guggulsterone
Athawale, Paresh R.,Zade, Vishal M.,Rama Krishna, Gamidi,Reddy, D. Srinivasa
, p. 6642 - 6647 (2021/09/02)
A reliable method for enone transposition has been developed with the help of silyl group masking. Enantio-switching, substituent shuffling, and Z-selectivity are the highlights of the method. The developed method was applied for the first total synthesis of peribysin D along with its structural revision. Formal synthesis of E-guggulsterone and E-volkendousin was also claimed using a short sequence.
THE ACID INDUCED DECOMPOSITION OF 7-SUBSTITUTED 3-DIAZO-2-NORBORNANONES.THE STRUCTURES OF THE PRODUCTS AND THEIR DISTRIBUTION
Yates, Peter,Kronis, John D.
, p. 2419 - 2422 (2007/10/02)
Introduction of a syn-7 isopropyl or t-butyl substituent in 3-diazo-2-norbornanone results in both endo and exo protonation in aqueous acid and a marked decrease in α-ketol and increase in tricyclanone formation.
