Sulfinyl moiety as an internal nucleophile. 1. Efficient stereoselective synthesis of fragment a of cryptophycin 3.
A novel, efficient, and stereoselective synthesis of fragment A of cryptophycin 3 is disclosed. The key step involves the regio- and stereoselective transformation of an unsaturated ester to a bromohydrin via anchimeric assistance by the sulfinyl group.
Raghavan
Sadagopan
S
Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India. purush101@yahoo.com
Tony
K A
KA
D020650:Combinatorial Chemistry Techniques; D000458:Cyanobacteria / Q000737:chemistry*; D047630:Depsipeptides; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013454:Sulfoxides / Q000737:chemistry
D047630:Depsipeptides; D010456:Peptides, Cyclic; D013454:Sulfoxides; C480509:cryptophycin 3; C088419:cryptophycin