1966
DOI: 10.1021/ja00975a057
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The Synthesis of Olefins from O,O'-Dialkyl β-Lithioalkylphosphonothioate Esters

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Cited by 171 publications
(36 citation statements)
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“…[16] Previous studies within our own group have since shown that organophosphorus adducts, produced from radical additions of diethyl thiophosphite (2) to alkenes, can undergo HWE-type reactions. [17] This offers a general approach to tri-and tetrasubstituted alkenes.…”
Section: Horner-wadsworth-emmons-type Reactionsmentioning
confidence: 99%
“…[16] Previous studies within our own group have since shown that organophosphorus adducts, produced from radical additions of diethyl thiophosphite (2) to alkenes, can undergo HWE-type reactions. [17] This offers a general approach to tri-and tetrasubstituted alkenes.…”
Section: Horner-wadsworth-emmons-type Reactionsmentioning
confidence: 99%
“…16,17 In classical carbonyl olefinations mediated by phosphorus compounds, 9 namely the Wittig, 18 Horner-Wittig 19 and HWE 20 reactions, the factors that influence the E-and Z-stereoselectivity are well understood and can be controlled, for example, by the nature of the phosphorus reagent, the base or the solvent. [21][22][23][24][25][26] It should be pointed out that in almost all cases the stereochemical outcome of the reaction is determined by the reaction conditions or the type of olefinating reagent, and is usually not influenced by the nature of the aldehyde substrates. To the best of our knowledge, the only example in which a substituent at the aldehyde has been reported to influence the E-Z ratio of a Wittig olefination is in the case of benzaldehydes with heteroatoms such as halides or ethers in the ortho-position.…”
Section: Introductionmentioning
confidence: 99%
“…Nous avons montrt dans une prtctdente ttude (5) qu'il ttait possible synthttiquement de rtaliser l'amination rCductrice du phosphonoacttaldthyde et des 0x0-2 alkanephosphonates en gintral dans de bonnes conditions (milieu protique, pH [6][7] avec des rendements ilevCs.…”
Section: Introductionunclassified