An efficient chemoselective differentiation of vicinal phenolic and benzylic alcohols on optically active binaphthyl skeletons has been achieved via TBS protection of the less sterically hindered, external 3,3' benzylic positions. Further manipulation of functionalities either in the 2,2' or 3,3' positions is then easily achieved in high yields via the use of BOC protecting groups, functioning orthogonally to TBS.
Chemoselective Functionalization of 3,3'-Substituted BINOL Derivatives
COLUCCINI, CARMINE;PASINI, DARIO
2008-01-01
Abstract
An efficient chemoselective differentiation of vicinal phenolic and benzylic alcohols on optically active binaphthyl skeletons has been achieved via TBS protection of the less sterically hindered, external 3,3' benzylic positions. Further manipulation of functionalities either in the 2,2' or 3,3' positions is then easily achieved in high yields via the use of BOC protecting groups, functioning orthogonally to TBS.File in questo prodotto:
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