Enzymatic Kinetic Resolution (EKR) of -Allenols Enabled by a Commercially Available Immobilized Lipase

Enzymatic kinetic resolution (EKR) of racemates has been considered as an efficient and scalable technology to deliver enantiopure substances in an environmentally benign way. Herein, we develop a practical EKR of alpha-allenols enabled by a commercially available immobilized lipase, Lipozyme TL-IM. The stereoselectivity factor (S-factor) of this kinetic resolution (KR) was investigated to reach up to >1000. The robust nature of the EKR strategy is reflected by a broad scope of alpha-allenol substrates with the excellent control of enantioselectivity. This method offers an alternative approach to access chiral alpha-allenols, which can be easily transformed into many valuable oxycycles.