Coibacins A and B: Total synthesis and stereochemical revision

VMT Carneiro, CM Avila, MJ Balunas…

Index: Carneiro, Vania M. T.; Avila, Carolina M.; Balunas, Marcy J.; Gerwick, William H.; Pilli, Ronaldo A. Journal of Organic Chemistry, 2014 , vol. 79, # 2 p. 630 - 642

Full Text: HTML

Citation Number: 9

Abstract

The interface between synthetic organic chemistry and natural products was explored in order to unravel the structure of coibacin A, a metabolite isolated from the marine cyanobacterium cf. Oscillatoria sp. that exhibits selective antileishmanial activity and potent anti-inflammatory properties. Our synthetic plan focused on a convergent strategy that allows rapid access to the desired target by coupling of three key fragments involving E-selective ...

Related Articles:

Diol desymmetrization as an approach to the synthesis of unsymmetrical dienyl diesters

[Phillips, David J.; Pillinger, Kathryn S.; Li, Wei; Taylor, Angela E.; Graham, Andrew E. Tetrahedron, 2007 , vol. 63, # 42 p. 10528 - 10533]

γ-butyrolactone, an alternative source of chiral iodo derivatives.

[Kermadec, Dominique; Prudhomme, Michelle Tetrahedron Letters, 1993 , vol. 34, # 17 p. 2757 - 2758]

In situ generation of ylides for tandem oxidation-olefination reactions of unactivated diols

[Phillips, David J.; Graham, Andrew E. Synlett, 2008 , # 5 p. 649 - 652]

An efficient synthesis of the CD rings model for merrilactone A

[Harada, Kenichi; Ito, Hitoshi; Hioki, Hideaki; Fukuyama, Yoshiyasu Tetrahedron Letters, 2007 , vol. 48, # 35 p. 6105 - 6108]

Decarbethoxylation and ring-opening reactions of 2-tetrahydrofuranyl-, 2-tetrahydrothienyl-, and 2-(1, 3-dithianyl)-substituted esters

[Kruse,C.G. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 16 p. 2916 - 2920]

More Articles...