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. 2021 Jun 25;12(7):1159–1165. doi: 10.1021/acsmedchemlett.1c00277

Scheme 1. Synthesis of Lathyrane Diterpenoid Derivatives.

Scheme 1

Reagents and conditions: (a) 1% NaOH in MeOH (m/v), rt, 1 h; (b) acetic anhydrides/2-furoyl/2-thiophenecarbonyl/benzoyl chlorides, Pyr, rt or 0 °C, 2 h; (c) sodium borohydride, MeOH, rt, 15 min; (d) 10% Pd/C, H2, EtOAc, 50 °C, 24 h; (e) m-CPBA, CH2Cl2, 60 °C, 1 h; (f) (1) sodium borohydride, MeOH, rt, 15 min; (2) 10% HCl in MeOH (m/v), 30 min.