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Ti-Catalyzed Dehydroxylation of Tertiary Alcohols
journal contributionposted on 2022-11-10, 19:33 authored by Quan Lin, Weiqi Tong, Xing-Zhong Shu, Yunrong Chen
Herein we report a Ti-catalyzed direct dehydroxylation of tertiary aliphatic alcohols under mild reaction conditions, forging Barton-type deoxygenation products. This protocol tolerates a wide range of functional groups, including primary alkyl chloride and carbonyl groups. It allows for selective dehydroxylation of tertiary alcohols in diols and the formation of deuterated products with moderate deuterium incorporation. The efficient modification of several drugs and natural products (or their derivatives) highlights the synthetic utility of this method.
moderate deuterium incorporationmild reaction conditionstype deoxygenation productstertiary aliphatic alcoholstertiary alcohols hereincatalyzed direct dehydroxylationtertiary alcoholscatalyzed dehydroxylationselective dehydroxylationnatural productsdeuterated productswide rangesynthetic utilityseveral drugsprotocol toleratesfunctional groupsforging bartonefficient modificationcarbonyl groups