Browsing by Author "Shah, Akshay A."
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Item Total Synthesis and Structural Revision of Antibiotic CJ-16,264(Wiley, 2015) Nicolaou, K.C.; Shah, Akshay A.; Korman, Henry; Khan, Tabrez; Shi, Lei; Worawalai, Wisuttaya; Theodorakis, Emmanuel A.; BioScience Research CollaborativeThe total synthesis and structural revision of antibiotic CJ-16,264 is described. Starting with citronellal, the quest for the target molecule featured a novel bis-transannular Diels-Alder reaction that casted stereoselectively the decalin system and included the synthesis of six isomers before demystification of its true structure.Item Total Synthesis of Myceliothermophins C, D and E(Wiley, 2014) Nicolaou, K.C.; Shi, Lei; Lu, Min; Pattanayak, Manas R.; Shah, Akshay A.; Ioannidou, Heraklidia A.; Lamani, Manjunath; BioScience Research CollaborativeThe total synthesis of cytotoxic polyketides myceliothermophins E (1), C (2) and D (3) through a cascade-based cyclization to form the trans-fused decalin system is described. The convergent synthesis delivered all three natural products through late-stage divergence and facilitated unambiguous C21 structural assignments for 2 and 3 through X-ray crystallographic analysis which revealed an interesting dimeric structure between its enantiomeric forms.