Scheme 3.
Reagents and conditions: (a) NaBH4, EtOH, 0 °C to r.t., 74% (7), 30% (8), and 50% (9). (b) TBAF.3H2O, THF, r.t., 85% (from 7 to 10a), 68% (from 7 to 11a), 88% (from 8), and 86% (from 9). (c) TFA, MeOH, r.t., 87% (10a), 91% (11a), 92% (10b), and 93% (11b). (d) DIBAL-H, DCM, 0 °C to r.t., 70%.
