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. Author manuscript; available in PMC: 2013 Jul 9.
Published in final edited form as: Chemistry. 2011 May 26;17(28):7890–7903. doi: 10.1002/chem.201003489

Scheme 3.

Scheme 3

Synthesis of vinyl iodides 27a, 27b, and 27c

a. cat AgNO3, NIS, acetone, 87%; b. DIBAL-H, THF; c. K2CO3, MeOH; d. NaH, BnBr, Bu4NI, THF; e. 35, pyr., AcOH, MeOH; f. SmI2(4 eq), THF, MeOH; g. Zn (2.2 eq), THF, MeOH, H2O; h. TBDPSCl or TBSCl, imid., CH2Cl2