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Title: Total synthesis of (-)-spinosyn A. Author: Mergott DJ, Frank SA, Roush WR. Journal: Proc Natl Acad Sci U S A; 2004 Aug 17; 101(33):11955-9. PubMed ID: 15173590. Abstract: A convergent, highly stereoselective total synthesis of (-)-spinosyn A (1) is described. Key features of the synthesis include the transannular Diels-Alder reaction of macrocyclic pentaene 11 and the transannular Morita-Baylis-Hillman cyclization of 12 that generates tetracycle 26. The total synthesis of (-)-spinosyn A was completed by a sequence involving the highly beta-selective glycosidation reaction of 13 and glycosyl imidate 30.[Abstract] [Full Text] [Related] [New Search]