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. Author manuscript; available in PMC: 2020 Oct 28.
Published in final edited form as: Angew Chem Int Ed Engl. 2019 Sep 20;58(44):15762–15766. doi: 10.1002/anie.201909838

Figure 2.

Figure 2.

Derivatization of dearomatized products (±)-7b, (±)-6a, and (±)-6n. Reagents and conditions: a) Rh/Al2O3 (cat.), H2, 98%; b) 1. α-bromoacetophenone, K2CO3, 85 %; 2. KOH, 95%; c) OsO4, NMO, 72%; d) NaOCl, 50%; e) 1. Rh/Al2O3 (cat.), H2, 85%; f) tBuOCl, H2O 52%; g) tBuOCl, 64%, 4:1 dr; h) 1. Zn, AcOH, 80%; 2. tBuOCl, H2O 60%; i) 1. Rh/Al2O3 (cat.), H2, 82%; 2. MeI, K2CO3, 80%; j) Pd(OAc)2, PIDA, 74%; k) Pd(OAc)2, tBuOOH, PhCHO, 87%. PMB=para-methoxybenzyl; NMO=N-methylmorpholine-N-oxide, PIDA=phenyliodine diacetate.