ChemInform Abstract: DERIVATE VON BETA‐CHLORALKYL‐ UND ALKEN‐1‐YL‐PHOSPHON‐ SOWIE THIOPHOSPHONSAEUREN

Fedorova, G. K.; Anan'eva, L. G.; Kononenko, I. M.; Maksyutina, L. I.; Kirsanov, A. V.

doi:10.1002/chin.197327336

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2010

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“…Actually, most products in Table have not been reported previously. The exceptions are compounds 42 , 64 , and several thiophosphonates ( 39 , 43 , 47 , and 54 ) . At any rate, the present work offers a very competitive (and in most cases superior) access to the same compounds, as well as many others.…”

Section: Resultsmentioning

confidence: 80%

Mixed 1,1-Bisphosphorus Compounds: Synthesis, Alkylation, and Horner−Wadsworth−Emmons Olefination Reactions

2010

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Mixed 1,1-bisphosphorus compounds were prepared by the reaction between a phosphonate diester anion and a P(III) chlorophosphine, or its P(V) borane complex. After deprotonation either in situ or in a separate step, the resulting products can be alkylated or reacted with carbonyl compounds. A variety of olefination products were obtained, generally with high E-stereoselectivity. The reaction is competitive with other methods for the synthesis of alkenyl phosphorus compounds, and in the case of trisubstituted alkenes, regio- and stereocontrolled olefination provides products not easily accessible via any other process. The deprotection of phosphine-borane adducts was also demonstrated. Overall, a variety of novel organophosphorus reagents and products were synthesized easily and in good yields.

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Section: Resultsmentioning

confidence: 80%

Mixed 1,1-Bisphosphorus Compounds: Synthesis, Alkylation, and Horner−Wadsworth−Emmons Olefination Reactions

2010

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ChemInform Abstract: DERIVATE VON BETA‐CHLORALKYL‐ UND ALKEN‐1‐YL‐PHOSPHON‐ SOWIE THIOPHOSPHONSAEUREN

Abstract: Salze der β‐Chloralkylphosphonsäuren (I) lassen sich in wäßriger oder wäßrigalkoholischer Lösung nicht darstellen.

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Mixed 1,1-Bisphosphorus Compounds: Synthesis, Alkylation, and Horner−Wadsworth−Emmons Olefination Reactions

Mixed 1,1-Bisphosphorus Compounds: Synthesis, Alkylation, and Horner−Wadsworth−Emmons Olefination Reactions

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