Skip to main content
. Author manuscript; available in PMC: 2015 Dec 3.
Published in final edited form as: J Med Chem. 2014 Dec 16;58(2):665–681. doi: 10.1021/jm501165d

Scheme 3a.

Scheme 3a

aReagents and conditions: (a) DIBAL-H, CH2Cl2, −78 °C, 1 h, 92%, (b) NaBH4, MeOH, rt, 1 h, 94%; (c) BBr3, CH2Cl2, −78 °C, 15 min then rt, 1 h, 47%; (d) (+)-cis/trans-p-mentha-2,8-dien-1-ol (17), p-TSA, CHCl3, microwave irradiation, 150 °C, 10 min, 28%; (e) DEAD, triphenylphosphine, CH3(CH2)3COOH, THF, r, 20 h, 41%.