Synthetic Studies on Callipeltin A: Stereoselective Synthesis of (2R,3R,4S)-3-Hydroxy-2,4,6-trimethylheptanoic Acid

Abstract

Asymmetric synthesis of (2 R,3 R,4 S)-3-hydroxy-2,4,6-trimethylheptanoicacid, the β-hydroxy acid unit that acylates the N-terminusof cyclic depsipeptide callipeltin A, has been devised. The approachinvolves the desymmetrization of a bicyclic precursor, which generatesthe three chiral centers.