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Asymmetric synthesis of A-240610.0 via a new atropselective approach for axially chiral biaryls with chirality
Yi-Yin Ku1, Tim Grieme, Prasad Raje
1D-R450, Process Chemistry, Global Pharmaceutical Research and Development, Abbott Laboratories, North Chicago, Illinois 60064-4000, USA. yiyin.ku@abbott.com
Abstract:
A new approach for atropselective preparation of axially chiral biaryl was developed. This process proceeded through a chirality transfer from a stereogenic center of a secondary alcohol to the stereogenic axis via regioselective intramolecular silyl group migration. This methodology allowed for the preparation of a single atropisomer 2 in good yield (85%) with high diastereoselectivity (99:1), which subsequently led to the successful development of an efficient asymmetric synthesis of A-240610.0, 1.
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