Asymmetric synthesis of Rauhut-Currier-type esters via Mukaiyama-Michael reaction to acylphosphonates under bifunctional catalysis

A highly enantioselective organocatalytic Mukaiyama-Michael reaction of silyloxy dienes and α,β-unsaturated acyl phosphonates under bifunctional organocatalysis is presented. The new reactivity triggered by the catalyst conducted to Rauhut-Currier type esters, via a formal conjugate addition to α,β-...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2018-12, Vol.54 (99), p.13941-13944
Hauptverfasser:	Laina-Martín, Víctor, Del Río-Rodríguez, Roberto, Díaz-Tendero, Sergio, Fernández-Salas, Jose A, Alemán, José
Format:	Artikel
Sprache:	eng
Schlagworte:	Catalysis Chemical synthesis Dienes Enantiomers Esters Michael reaction Phosphonates Regioselectivity
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container_end_page	13944
container_issue	99
container_start_page	13941
container_title	Chemical communications (Cambridge, England)
container_volume	54
creator	Laina-Martín, Víctor Del Río-Rodríguez, Roberto Díaz-Tendero, Sergio Fernández-Salas, Jose A Alemán, José
description	A highly enantioselective organocatalytic Mukaiyama-Michael reaction of silyloxy dienes and α,β-unsaturated acyl phosphonates under bifunctional organocatalysis is presented. The new reactivity triggered by the catalyst conducted to Rauhut-Currier type esters, via a formal conjugate addition to α,β-unsaturated esters. This protocol proceeds under mild conditions with complete regioselectivity and excellent enantiocontrol.
doi_str_mv	10.1039/c8cc07561a
format	Article
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source	Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects	Catalysis Chemical synthesis Dienes Enantiomers Esters Michael reaction Phosphonates Regioselectivity
title	Asymmetric synthesis of Rauhut-Currier-type esters via Mukaiyama-Michael reaction to acylphosphonates under bifunctional catalysis
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