Warning: error_log(/dades/dugi/log//querys.log) [function.error-log]: failed to open stream: Read-only file system in /dades/dugi/lib/log/log.php on line 32
DUGi: Ítem | Recercat - Unusual reactivity of rhodium carbenes with allenes: an efficient asymmetric synthesis of methylenetetrahydropyran scaffolds

Ítem


Unusual reactivity of rhodium carbenes with allenes: an efficient asymmetric synthesis of methylenetetrahydropyran scaffolds

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) (ProjectCTQ2014-54306-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

Royal Society of Chemistry (RSC)

Autor: Torres Antón, Òscar
Solà i Puig, Miquel
Roglans i Ribas, Anna
Pla i Quintana, Anna
Resum: 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) (ProjectCTQ2014-54306-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
Accés al document: http://hdl.handle.net/2072/292123
Llenguatge: eng
Editor: Royal Society of Chemistry (RSC)
Drets: Attribution-NonCommercial 3.0 Spain
URI Drets: http://creativecommons.org/licenses/by-nc/3.0/es/
Matèria: Síntesi asimètrica
Asymmetric synthesis
Catalitzadors de rodi
Rhodium catalyst
Al·lens
Allenes
Títol: Unusual reactivity of rhodium carbenes with allenes: an efficient asymmetric synthesis of methylenetetrahydropyran scaffolds
Tipus: info:eu-repo/semantics/article
Repositori: Recercat

Matèries


Warning: error_log(/dades/dugi/log//dugi.log) [function.error-log]: failed to open stream: Read-only file system in /dades/dugi/lib/log/log.php on line 32

Autors


Warning: error_log(/dades/dugi/log//dugi.log) [function.error-log]: failed to open stream: Read-only file system in /dades/dugi/lib/log/log.php on line 32


Warning: fopen(/dades/dugi/cache/4afd79f3f17283838df9d17098e1e4b3_.html) [function.fopen]: failed to open stream: Read-only file system in /dades/dugi/end_cache.php on line 2