DUGi: Item | Recercat - Unusual reactivity of rhodium carbenes with allenes: an efficient asymmetric synthesis of methylenetetrahydropyran scaffolds

Item

Manager:	Ministerio de Economía y Competitividad (Espanya)
Author:	Torres Antón, Òscar Solà i Puig, Miquel Roglans i Ribas, Anna Pla i Quintana, Anna
Date:	2018 June 5
Abstract:	A RhI/(S)-BINAP catalytic system is able to promote carbene alkyne metathesis and cascade this elemental step with an stereoselective reaction with allenes. An unusual carbene/allene reactivity is discovered that, through a formal addition of p-toluenesulfinic acid to a Rh-bound trimethylenemethane intermediate, affords 4-methylenetetrahydropyran compounds in good yields and excellent enantioselectivities We are grateful for the financial support by the Spanish Ministry of Economy and Competitiveness (MINECO) (Project CTQ2014-54306-P) and the Generalitat de Catalunya (Project 2014-SGR-931, Xarxa de Referència en Química Teòrica i Computacional, ICREA Academia 2014 prize for M. S., and FI predoctoral grant to O.T.). The EU under the FEDER grant UNGI10-4E-801 has also funded this research
Document access:	http://hdl.handle.net/2072/319758
Language:	eng
Publisher:	Royal Society of Chemistry (RSC)
Rights:	Attribution-NonCommercial 3.0 Spain
Rights URI:	http://creativecommons.org/licenses/by-nc/3.0/es/
Subject:	Síntesi asimètrica Asymmetric synthesis Catalitzadors de rodi Rhodium catalyst Al·lens Allenes
Title:	Unusual reactivity of rhodium carbenes with allenes: an efficient asymmetric synthesis of methylenetetrahydropyran scaffolds
Type:	info:eu-repo/semantics/article
Repository:	Recercat