Asymmetric syntheses of protected (2S,3S,4S)-3-hydroxy-4-methylproline and 4 '-tert-butoxyamido-2 '-deoxythymidine
- 化学化工－已发表论文 
Described herein is a versatile approach to (i) (2S,3S,4S)-3-hydroxy-4-methylproline 3, a constituent of echinocandins and related oligopeptide antibiotics; (ii) (2S,3S)-3-hydroxyproline 1; (iii) (2R,3S)-3-hydroxyprolinol 5, and (iv) 4'-tert-butoxyamido-2'-deoxythymidine 6b. The method features a stepwise regio- and diastereoselective reductive furylation of the protected (3S,4S)-4-methylmalimide 10, (S)-malimide 9, and a chemoselective oxidative transformation of the furyl group to the carboxyl group as the key steps. (C) 2004 Elsevier Ltd. All rights reserved.