Stereoselective Barbier Type Allylations and Propargylations Mediated by CpTiCl3

CpTiCl2, prepared in situ by manganese reduction of CpTiCl3, is an excellent new system for the Barbier-type allylation and propargylation of carbonyl compounds. It can be used in catalytic amounts when combined with Et3N•HBr/TMSBr, which act as regenerating system. The high regio- and stereoselecti...

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Main Authors: López Martínez, Josefa Leticia, Torres García, Irene, Rodríguez García, Ignacio Manuel, Muñoz Dorado, Manuel, Álvarez Corral, Míriam
Format: info:eu-repo/semantics/article
Language:English
Published: American Chemical Society 2023
Subjects:
Online Access:http://hdl.handle.net/10835/14713
https://doi.org/10.1021/acs.joc.8b02643
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author López Martínez, Josefa Leticia
Torres García, Irene
Rodríguez García, Ignacio Manuel
Muñoz Dorado, Manuel
Álvarez Corral, Míriam
author_facet López Martínez, Josefa Leticia
Torres García, Irene
Rodríguez García, Ignacio Manuel
Muñoz Dorado, Manuel
Álvarez Corral, Míriam
author_sort López Martínez, Josefa Leticia
collection DSpace
description CpTiCl2, prepared in situ by manganese reduction of CpTiCl3, is an excellent new system for the Barbier-type allylation and propargylation of carbonyl compounds. It can be used in catalytic amounts when combined with Et3N•HBr/TMSBr, which act as regenerating system. The high regio- and stereoselectivity shown by this system makes it useful for prenylation and crotylation processes in synthesis of natural products.
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spelling oai:repositorio.ual.es:10835-147132023-12-04T07:24:43Z Stereoselective Barbier Type Allylations and Propargylations Mediated by CpTiCl3 López Martínez, Josefa Leticia Torres García, Irene Rodríguez García, Ignacio Manuel Muñoz Dorado, Manuel Álvarez Corral, Míriam Organic Chemistry CpTiCl2, prepared in situ by manganese reduction of CpTiCl3, is an excellent new system for the Barbier-type allylation and propargylation of carbonyl compounds. It can be used in catalytic amounts when combined with Et3N•HBr/TMSBr, which act as regenerating system. The high regio- and stereoselectivity shown by this system makes it useful for prenylation and crotylation processes in synthesis of natural products. 2023-12-04T07:24:42Z 2023-12-04T07:24:42Z 2019 info:eu-repo/semantics/article J. Org. Chem. 2019, 84, 2, 806–816 http://hdl.handle.net/10835/14713 https://doi.org/10.1021/acs.joc.8b02643 en https://pubs.acs.org/doi/10.1021/acs.joc.8b02643 info:eu-repo/semantics/openAccess American Chemical Society This document is the Accepted Manuscript version of a Published Work that appeared in final form in [J. Org. Chem. 2019, 84, 2, 806–816], copyright © [Copyright © 2018 American Chemical Society] after peer review and technical editing by the publisher. To access the final edited and published work see [https://pubs.acs.org/doi/10.1021/acs.joc.8b02643]
spellingShingle Organic Chemistry
López Martínez, Josefa Leticia
Torres García, Irene
Rodríguez García, Ignacio Manuel
Muñoz Dorado, Manuel
Álvarez Corral, Míriam
Stereoselective Barbier Type Allylations and Propargylations Mediated by CpTiCl3
title Stereoselective Barbier Type Allylations and Propargylations Mediated by CpTiCl3
title_full Stereoselective Barbier Type Allylations and Propargylations Mediated by CpTiCl3
title_fullStr Stereoselective Barbier Type Allylations and Propargylations Mediated by CpTiCl3
title_full_unstemmed Stereoselective Barbier Type Allylations and Propargylations Mediated by CpTiCl3
title_short Stereoselective Barbier Type Allylations and Propargylations Mediated by CpTiCl3
title_sort stereoselective barbier type allylations and propargylations mediated by cpticl3
topic Organic Chemistry
url http://hdl.handle.net/10835/14713
https://doi.org/10.1021/acs.joc.8b02643
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