Tetrahedron Letters p. 6133 - 6136 (1990)
Update date:2022-08-05
Topics:
Friesen
Daljeet
The hydroborations of the C-arylglucals 3a-c obtained from palladium catalyzed coupling reactions, provide the corresponding β-C-arylglucosides. Depending upon the conditions chosen for the oxidative workup, either the alcohols 5a-c or the products resulting from silyl migration (4a-c) are readily obtained. The palladium catalyzed coupling-hydroboration sequence has been applied to the synthesis of the β-C-arylglucoside nucleus of chaetiacandin, an anti-yeast antibiotic of the papulacandin family.
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