101432-16-0Relevant articles and documents
An asymmetric synthesis of (+)-apogossypol hexamethyl ether
Meyers,Willemsen, Jeffrey J.
, p. 791 - 792 (1996)
The first asymmetric synthesis of the gossypol backbone via a stereocontrolled oxazoline mediated 2,2' Ullmann coupling has been achieved.
An oxazoline based approach to (S)-gossypol
Meyers,Willemsen, Jeffrey J.
, p. 10493 - 10511 (2007/10/03)
(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.