Kinetic Resolution of Tertiary Propargylic Alcohols by Enantioselective Cu‐H‐Catalyzed Si‐O‐Coupling

A broad range of tertiary propargylic alcohols is kinetically resolved by catalyst‐controlled enantioselective silylation. This non‐enzymatic kinetic resolution is catalyzed by Cu‐H and makes use of the commercially available precatalyst MesCu/(R,R)‐Ph‐BPE and a simple hydrosilane as the resolving reagent. Both aryl,alkyl‐ as well as dialkyl‐substituted propargylic alcohols participate, and especially high selectivtiy factors are achieved when the alkyne terminus carries a TIPS group which also enables facile post‐functionalization in this position (s up to 207).

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