title: Synthesis and confirmation of the absolute stereochemistry of the (-)-aflastatin A C9-C27 degradation polyol.
abstract: [reaction: see text]. The C(8)-C(18) ethyl ketone and C(19)-C(28) aldehyde aflastatin A fragments were synthesized and coupled using a diastereoselective anti aldol reaction. This adduct was successfully converted into the C(9)-C(27) polyol degradation product of (-)-aflastatin A to confirm the relative and absolute stereochemistry of this region of the natural product.
authors: Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA. evans@chemistry.edu
authors: David A
authors: DA
authors: Evans
authors: William C
authors: WC
authors: Trenkle
authors: Jing
authors: J
authors: Zhang
authors: Jason D
authors: JD
authors: Burch
mesh_terms: D015394:Molecular Structure; D011108:Polymers / Q000737:chemistry*; D011760:Pyrrolidinones / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry
chemical_list: D011108:Polymers; D011760:Pyrrolidinones; C105377:aflastatin A; C024617:polyol