214210-35-2Relevant academic research and scientific papers
Tellurium in organic synthesis: A new approach to trisubstituted γ-butyrolactones with trans-trans relative stereochemistry. Total enantioselective synthesis of (-)-Blastmycinolactol, (+)-Blastmycinone, (-)-NFX-2, and (+)-Antimycinone
Ferrarini, Renan S.,Dos Santos, Alcindo A.,Comasseto, Jo?o V.
, p. 6843 - 6846 (2010)
The total synthesis of (-)-Blastmycinolactol, (+)-Blastmycinone, (-)-NFX-2, and (+)-Antimycinone was accomplished in few steps in high yields and ee, starting from enantiomerically enriched (S)-Z-vinylic hydroxytellurides.
NHC-Cu(i) catalysed asymmetric conjugate silyl transfer to unsaturated lactones: Application in kinetic resolution
Pace, Vittorio,Rae, James P.,Harb, Hassan Y.,Procter, David J.
, p. 5150 - 5152 (2013/06/26)
The scope of the asymmetric silyl transfer to unsaturated lactones utilising a C2-symmetric NHC-Cu(i) catalyst has been established and kinetic resolutions mediated by silyl transfer have been used to prepare enantiomerically enriched anti-4,5-disubstituted 5-membered lactones. The method has been exploited in an expedient synthesis of (+)-blastmycinone.
Tellurium in organic synthesis: A general approach to buteno- and butanolides
Ferrarini, Renan S.,Dos Santos, Alcindo A.,Comasseto, Jo?o V.
, p. 8431 - 8440 (2012/10/07)
The naturally occurring butanolides (-)-blastmycinolactol, (+)-blastmycinone, (-)-NFX-2, (+)-antimycinone as well as the four stereoisomers of the butenolide Acaterin were prepared in high enantiomeric purity using hydroxy-vinyl tellurides as starting mat
Tellurium in organic synthesis: A general approach to buteno- and butanolides
Ferrarini, Renan S.,Dos Santos, Alcindo A.,Comasseto, Joao V.
, p. 10601 - 10610,10 (2012/12/13)
The naturally occurring butanolides (-)-blastmycinolactol, (+)-blastmycinone, (-)-NFX-2, (+)-antimycinone as well as the four stereoisomers of the butenolide Acaterin were prepared in high enantiomeric purity using hydroxy-vinyl tellurides as starting mat
Tellurium in organic synthesis: A general approach to buteno- and butanolides
Ferrarini, Renan S.,Dos Santos, Alcindo A.,Comasseto, Jo?o V.
, p. 10601 - 10610 (2013/01/15)
The naturally occurring butanolides (-)-blastmycinolactol, (+)-blastmycinone, (-)-NFX-2, (+)-antimycinone as well as the four stereoisomers of the butenolide Acaterin were prepared in high enantiomeric purity using hydroxy-vinyl tellurides as starting mat
Brief syntheses of (+)-blastmycinone and related γ-lactones from an asymmetrically dihydroxylated carboxylic ester
Berkenbusch, Thilo,Brueckner, Reinhard
, p. 11461 - 11470 (2007/10/03)
A method for synthesizing optically active trans,trans-configurated α,β,γ-substituted γ-lactones is presented. Asymmetric hydroxylation of ester 8 with AD mix α (AD mix β) and subsequent dehydration provided butenolide S-6 (R-6). Conjugate addition of Li2(Me2PhSi)2Cu(CN) to S-6 followed by alkylation of the resulting enolate led to the stereopure silyllactones 9-11. They furnished the title compounds after oxidative removal of the Me2PhSi group.
