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. Author manuscript; available in PMC: 2008 Nov 7.
Published in final edited form as: J Am Chem Soc. 2007 Oct 6;129(44):13758–13769. doi: 10.1021/ja0753290

Scheme 3.

Scheme 3

Synthesis of triketide lactones 4c and 4d. a. i. Bu2BOTf, Et3N, propionaldehyde, CH2Cl2, −78 °C, 54%; ii, SO3Pyr, Et3N, DMSO, 93%; b. TiCl4, i-Pr2NEt, propionaldehyde, CH2Cl2, −78 °C, 80%; c. Zn(BH4)2, CH2Cl2, −78 °C, 99%; d. LiOOH, 0 °C, 75%; e. Na(OAc)3BH, AcOH, 25 °C, 29%; f. LiOOH, 0 °C, 20%.