Asymmetric Synthesis of the C(33) - C(37) Fragment of Amphotericin B

We have devised an expeditious, efficient, asymmetric synthesis of the C(33) – C(37) fragment of amphotericin B that proceeds in 14 steps and 16% overall yield from tiglic aldehyde ((E)-2-methylbut-2-enal) with complete stereocontrol. The route described herein relies on the application of recently developed methods in catalytic asymmetric synthesis for stereocontrol through enantio- and diastereoselective functionalization of a substituted sorbate derivative.