Skip to main content
. Author manuscript; available in PMC: 2010 Dec 2.
Published in final edited form as: J Am Chem Soc. 2009 Dec 2;131(47):17087–17089. doi: 10.1021/ja907924j

Scheme 2. Synthesis of the dihydropyran side chaina.

Scheme 2

aConditions: (a) DEAD, PPh3, 1-phenyl-1H-tetrazole-5-thiol, THF, 82%; (b) CuI, propenylmagnesium bromide, THF, 99%; (c) Et2Zn, 10 mol% Pd(OAc)2, 25 mol% PPh3, allylacetate, THF, 62% (76% brsm); (d) 15 mol% Mo7O24(NH4)6·4H2O, H2O2, EtOH, 83%; (e) 3 mol% G2, CH2Cl2 (c 0.015 M), 95%.