Literature DB >> 30582330

Stereoselective Barbier-Type Allylations and Propargylations Mediated by CpTiCl3.

Josefa L López-Martínez1, Irene Torres-García1, Ignacio Rodríguez-García1, Manuel Muñoz-Dorado1, Miriam Álvarez-Corral1.   

Abstract

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 acts as a regenerating system. The high regio- and stereoselectivity shown by this system makes it useful for prenylation and crotylation processes in the synthesis of natural products.

Entities:  

Year:  2019        PMID: 30582330     DOI: 10.1021/acs.joc.8b02643

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Cu-catalyzed, Mn-mediated propargylation and allenylation of aldehydes with propargyl bromides.

Authors:  Rongli Zhang; Yanping Xia; Yuchen Yan; Lu Ouyang
Journal:  BMC Chem       Date:  2022-03-18

2.  Enantioselective total synthesis of putative dihydrorosefuran, a monoterpene with an unique 2,5-dihydrofuran structure.

Authors:  Irene Torres-García; Josefa L López-Martínez; Rocío López-Domene; Manuel Muñoz-Dorado; Ignacio Rodríguez-García; Miriam Álvarez-Corral
Journal:  Beilstein J Org Chem       Date:  2022-09-19       Impact factor: 2.544

  2 in total

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