Stereoselective Synthesis of the Axially Chiral A−B Ring System of Vancomycin Utilizing a Planar Chiral Arene Chromium Complex

Autor: Suguru Sugimoto, Motokazu Uemura, Atsushi Tachibana, Ken Kamikawa
Rok vydání: 2001
Předmět:
Zdroj: Organic Letters. 3:2033-2036
ISSN: 1523-7052
1523-7060
DOI: 10.1021/ol010076f
Popis: [reaction: see text] The axial biaryl ring system of vancomycin was stereoselectively synthesized by utilizing a planar chiral tricarbonyl(arylhalide)chromium complex. Both enantiomers of the planar chiral (arylbromide)chromium complexes, (+)-9 and ent-(-)-9, can be stereoselectively transferred to an absolutely identical key intermediate 23 for the vancomycin A-B ring system by the diastereoselective Suzuki-Miyaura cross-coupling reaction as key step.
Databáze: OpenAIRE