A stereoselective synthesis of (+-)-11-hydroxy-trans-8-dodecenoic acid lactone, a naturally occurring macrolide from Cephalosporium recifei

1976 ◽  
Vol 98 (1) ◽  
pp. 222-224 ◽  
Author(s):  
E. J. Corey ◽  
Peter Ulrich ◽  
J. Michael Fitzpatrick
2019 ◽  
Vol 17 (31) ◽  
pp. 7369-7379 ◽  
Author(s):  
Joy Chakraborty ◽  
Samik Nanda

An efficient asymmetric total synthesis of naturally occurring resorcylic acid lactone (RAL) paecilomycin C was achieved by employing carboxylate assisted 5-exo-tet ring opening of an epoxide as a key reaction.


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 ◽  
...  

2021 ◽  
pp. 153410
Author(s):  
G. Nagalatha ◽  
N. Siva Ganesh ◽  
A. Venkat Narsaiah

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

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