New facile enantio-and diastereo-selective syntheses of (−)-triptonide and (−)-triptolide

H Zhang, H Li, J Xue, R Chen, Y Li, Y Tang…

Index: Zhang, Hongrui; Li, Haifeng; Xue, Jijun; Chen, Rui; Li, Ying; Tang, Yu; Li, Chunxin Organic and Biomolecular Chemistry, 2014 , vol. 12, # 5 p. 732 - 736

Full Text: HTML

Citation Number: 6

Abstract

A novel formal asymmetric synthesis of (−)-triptonide and (−)-triptolide, featuring a new alternative access to their known key intermediate 4, has been achieved through two synthetic routes in 9 steps with 13.6% total yield and 10 steps with 18.5% overall yield, respectively. This synthesis is scalable and hence has high potential for application to further synthetic elaboration and biologic investigation on such natural products.

Related Articles:

Acid-catalysed isomerization of ethyl 5-Hydroxy-7a-methyl-1-oxo-2, 6, 7, 7a tetrahydro-1H-indene-4-carboxylate

[Collins,D.J.; Tomkins,C.W. Australian Journal of Chemistry, 1977 , vol. 30, p. 443 - 450]

Synthesis and Reactions of Ethyl 3-Ethoxy-2, 4-pentadienoate

[Cairns et al. Journal of the American Chemical Society, 1955 , vol. 77, p. 4669]

More Articles...