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. Author manuscript; available in PMC: 2011 Jan 1.
Published in final edited form as: J Org Chem. 2010 Jan 1;75(1):86–94. doi: 10.1021/jo901752v

Scheme 2.

Scheme 2

a) Ba(OH)2.8H2O, THF, then 2 in THF: H2O (40:1) 0 °C; b) (R)-2-Me-CBS-oxazaborolidine (0.5 eq), BH3.Me2S (1.5 eq), CH2Cl2, 0 °C, then 4, 0 °C, 2 h, then ethanolamine; c) TBSOTf, 2,6-lutidine, CH2Cl2, −78 °C; d) HF (40% aq.), glass splinters, MeCN:Et2O (1:1), 0 °C; e) Dess-Martin periodinane, CH2Cl2.