Vinyllithiums from butyl-vinyl tellurides and bis-vinyl tellurides
Butyl-vinyl tellurides (1) and bis-vinyl tellurides (2) are synthetic equivalents of vinyllithiums.
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2012, TetrahedronCitation Excerpt :From compounds 1–4, (−)-Blastmycinolactol (1) and (+)-Blastmycinone (2) received more attention from the synthetic point of view. In general, the synthetic strategies employed to prepare these compounds in enantiomerically enriched form were based in chiral natural products transformations,12 enzymatic resolutions,13 oxidative heterocyclizations,14 Sharpless oxidations,15 use of chiral auxiliaries,16 enolates chemistry,17 and the use of elaborate organometallics.18 Some of the problems found in the enantioselective synthesis of these compounds are the formation of diastereoisomeric mixtures,19 the great number of synthetic steps,20 low global yields and the use of elaborate and expensive starting materials.
Tellurium in organic synthesis: A general approach to buteno- and butanolides
2012, TetrahedronCitation Excerpt :From compounds 1–4, (−)-Blastmycinolactol (1) and (+)-Blastmycinone (2) received more attention from the synthetic point of view. In general, the synthetic strategies employed to prepare these compounds in enantiomerically enriched form were based in chiral natural products transformations,12 enzymatic resolutions,13 oxidative heterocyclizations,14 Sharpless oxidations,15 use of chiral auxiliaries,16 enolates chemistry,17 and the use of elaborate organometallics.18 Some of the problems found in the enantioselective synthesis of these compounds are the formation of diastereoisomeric mixtures,19 the great number of synthetic steps,20 low global yields and the use of elaborate and expensive starting materials.
The coupling of butylvinyltellurides with organometallic reagents catalysed by nickel complexes
2007, TetrahedronCitation Excerpt :We have recently demonstrated that arylbutyltellurides can be transformed into arylcuprates20 and aryllithium compounds,21 respectively, through tellurium/copper and tellurium/lithium exchange reactions. Using the latter exchange reaction, 4-methoxyphenyllithium 1021 was prepared, diethyl zinc or ZnCl2 added in order to form the expected organometallic species 11–14 (Scheme 7),22 which were then reacted with vinylic telluride 3a. In the case of the zinc compound 11, a 35% yield of the olefin 15 was formed after 24 h reflux.
Tellurium in organic synthesis: synthesis of bioactive butenolides
2007, Tetrahedron LettersLipase-catalyzed kinetic resolution of (RS)-hydroxy tellurides
2006, Tetrahedron Asymmetry