Stereoselective Synthesis and Structural Correction of the Naturally Occurring Lactone Stagonolide G§

2010 ◽  
Vol 12 (24) ◽  
pp. 5752-5755 ◽  
Author(s):  
César A. Angulo-Pachón ◽  
Santiago Díaz-Oltra ◽  
Juan Murga ◽  
Miguel Carda ◽  
J. Alberto Marco
2007 ◽  
Vol 4 (4) ◽  
pp. 232-233 ◽  
Author(s):  
Paul Bremond ◽  
Elodie Girardeau ◽  
Yoann Coquerel ◽  
Jean Rodriguez

2011 ◽  
Vol 65 (4) ◽  
Author(s):  
Miroslava Martinková ◽  
Jozef Gonda ◽  
Alena Uhríková ◽  
Margaréta Kováčvá

Abstract5-O-(t-Butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-1,2-O-isopropylidene-3-(methoxycarbonylamino)-α-d-xylofuranose IV has been proved to be an appropriate building block in the stereoselective synthesis of methyl (4S)-4-[(1′R)-1′-acetoxy-4′-oxobutyl]-3-benzyl-2-oxooxazolidine-4-carboxylate III representing the polar part of the naturally occurring mycestericins E and mycestericins G.


Author(s):  
Miguel Carda ◽  
Santiago Rodríguez ◽  
Florenci González ◽  
Encarnación Castillo ◽  
Alicia Villanueva ◽  
...  

2004 ◽  
Vol 82 (5) ◽  
pp. 622-630 ◽  
Author(s):  
Yang Li ◽  
Yu Zhang ◽  
Zhi Huang ◽  
Xiaoping Cao ◽  
Kun Gao

A convenient and rapid approach for the synthesis of naturally occurring unsaturated amide alkaloids 1a–1n by the recently developed one-flask Ramberg–Bäcklund reaction is described. The starting material was alcohol 3, which was transformed into thiolacetate 4 using the Mitsunobu reaction. In situ cleavage of acetyl moiety of 4, followed by alkylation of the resulting thiol with appropriate chloroacetamide 5, provided the sulfide 6. Oxidation of sulfide 6 gave the corresponding sulfone 2. Treatment of the sulfone 2 with the dibromodifluoromethane in the presence of alumina-supported potassium hydroxide in dichloromethane solution afforded unsaturated amide alkaloids 1a–1n. To the best of our knowledge, the synthesis of 1e and 1i was reported for the first time.Key words: synthesis, unsaturated amide alkaloids, Ramberg–Bäcklund reaction.


ChemInform ◽  
2007 ◽  
Vol 38 (52) ◽  
Author(s):  
Paul Bremond ◽  
Elodie Girardeau ◽  
Yoann Coquerel ◽  
Jean Rodriguez

ChemInform ◽  
2010 ◽  
Vol 33 (46) ◽  
pp. no-no
Author(s):  
Miguel Carda ◽  
Santiago Rodriguez ◽  
Florenci Gonzalez ◽  
Encarnacion Castillo ◽  
Alicia Villanueva ◽  
...  

2011 ◽  
Vol 6 (4) ◽  
pp. 1934578X1100600
Author(s):  
J. Alberto Marco ◽  
Miguel Carda

Stereoselective syntheses of five naturally occurring, pharmacologically active medium and large ring lactones are described. Key synthetic methods used were, depending on the cases, olefin metatheses, asymmetric allylations and C-glycosidations.


1993 ◽  
Vol 58 (23) ◽  
pp. 6163-6165 ◽  
Author(s):  
Stefan Koser ◽  
H. M. R. Hoffmann ◽  
David J. Williams

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