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. Author manuscript; available in PMC: 2012 Sep 16.
Published in final edited form as: J Org Chem. 2011 Aug 24;76(18):7516–7527. doi: 10.1021/jo201319b

Scheme 13.

Scheme 13

Endgame for (−)-4,8,10-tridesmethyl telithromycin (3).a

a Reagents and conditions: (a) NaH, CDI, THF/DMF then 6, 35%; (b) TASF, DMF/H2O, 70%; (c) NCS, DMS, Et3N; (d) MeOH, 45% over two steps.