TY - JOUR AU - Collins, Jonathan A.; Gerry, Christopher J.; Duncan, Madeleine M. TI - A Chemoenzymatic Formal Synthesis of Epoxyquinols A and B SN - 0936-5214 SN - 1437-2096 PY - 2019 JO - Synlett JF - Synlett LA - EN VL - 30 IS - 19 SP - 2193 EP - 2197 ET - 2019/10/23 DA - 2019/11/15 KW - Ralstonia eutropha KW - benzoate dioxygenase KW - chemoenzymatic synthesis KW - biocatalysis KW - asymmetric synthesis KW - epoxyquinoids AB - A formal synthesis of epoxyquinols A and B was completed in nine steps starting from benzoic acid. Enantioselectivity was established through an enzymatic arene dihydroxylation reaction performed by whole cells of Ralstonia eutropha B9 expressing benzoate dioxygenase. Subsequent formation of the enone core was facilitated by a Dauben–Michno-type oxidative transposition of an allylic tertiary alcohol. PB - © Georg Thieme Verlag DO - 10.1055/s-0039-1690216 UR - http://www.thieme-connect.de/products/ejournals/abstract/10.1055/s-0039-1690216 ER -