Tetrahedron p. 10493 - 10511 (1998)
Update date:2022-09-26
Topics:
Meyers
Willemsen, Jeffrey J.
(S)-Gossypol (S)-1, a yellow pigment of cottonseed, has been accessed by a total asymmetric synthesis. The sequence leading to (S)-gossypol (S)-1 was highlighted by four oxazoline mediated reactions, including coupling of ortho-(methoxy)aryloxazolines with Grignard reagents, butyllithium based ortho-lithiation of aryloxazolines, stereocontrolled Ullman couplings of bromonaphthyloxazolines, and ethoxyvinyllithium hexamethylphosphoric triamide complex based ortho-lithiation of aryloxazolines.
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