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Synthesis 2010(24): 4307-4311
DOI: 10.1055/s-0030-1258315
DOI: 10.1055/s-0030-1258315
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthetic Studies on Callipeltin A: Stereoselective Synthesis of (2R,3R,4S)-3-Hydroxy-2,4,6-trimethylheptanoic Acid
Further Information
Publication History
Received
6 September 2010
Publication Date:
22 October 2010 (online)


Abstract
Asymmetric synthesis of (2R,3R,4S)-3-hydroxy-2,4,6-trimethylheptanoic acid, the β-hydroxy acid unit that acylates the N-terminus of cyclic depsipeptide callipeltin A, has been devised. The approach involves the desymmetrization of a bicyclic precursor, which generates the three chiral centers.
Key words
asymmetric synthesis - callipeltin A - desymmetrization - natural products