1352497-01-8Relevant academic research and scientific papers
Syntheses of (+)-30-epi-, (-)-6-epi-, (±)-6,30-epi-13,14-Didehydroxyisogarcinol and (±)-6,30-epi-Garcimultiflorone A Utilizing Highly Diastereoselective, Lewis Acid-Controlled Cyclizations
Boyce, Jonathan H.,Eschenbrenner-Lux, Vincent,Porco, John A.
supporting information, p. 14789 - 14797 (2016/11/18)
The first syntheses of 13,14-didehydroxyisogarcinol (6) and garcimultiflorone A (5) stereoisomers are reported in six steps from a commercially available phloroglucinol. Lewis acid-controlled, diastereoselective cationic oxycyclizations enabled asymmetric syntheses of (-)-6-epi-6 and (+)-30-epi-6. A similar strategy enabled production of the meso-dervied isomers (±)-6,30-epi-6 and (±)-6,30-epi-5. Finally, a convenient strategy for gram scale synthesis was developed utilizing diastereomer separation at a later stage in the synthesis that minimized the number of necessary synthetic operations to access all possible stereoisomers.
Synthetic studies on soft coral norcembranolides: Total synthesis of (+)-10-epigyrosanolide e
Kwon, Min Sang,Sim, So Hee,Chung, Young Keun,Lee, Eun
experimental part, p. 10179 - 10185 (2012/01/03)
Total synthesis of (+)-10-epigyrosanolide E was accomplished employing SmI2-mediated 5-exo cyclization of an aldehydo β-alkoxyvinyl sulfoxide and ring-closing metathesis reaction.
