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. Author manuscript; available in PMC: 2019 Jul 2.
Published in final edited form as: Tetrahedron. 2019 Jan 12;75(9):1115–1121. doi: 10.1016/j.tet.2019.01.008

Figure 4.

Figure 4.

Reactions with BVMOs. (A) General mechanism for BVMOs. (B) Aerangis lactone synthesis featuring a stereoselective BV oxidation by cyclododecanone monooxygenase (CDMO) or cycopentanone monooxygenase (CPMO). (C) Chemoenzymatic synthesis of tetrahydrofuran-based natural products via a chiral intermediate generated by CPMO-mediated Baeyer-Villager oxidation a) OsO4, NMO, DCM, rt, then acetone–AlCl3, 0 °C to 40 °C, 47%; b) mCPBA, DCM, reflux, 98%; c) MeCN, H2O, KOH, rt, then I2–KI, 40 °C, dark, 75%.