Author, as appears in the article.: Mato, Mauro; Echavarren, Antonio M.;
Department: Química Analítica i Química Orgànica
URV's Author/s: ECHAVARREN PABLOS, ANTONIO / Mato Gómez, Mauro
Keywords: Total synthesis Stereoselective functionalization Silanes Rhodium catalysis Retro-buchner reaction Insertion reactions In-situ generation H insertion Gold(i) carbenes Enantioselective cyclopropanation Diazo-compounds Catalyzed cyclopropanation Carbenes Building-blocks Breaking alarm pheromones silanes rhodium catalysis retro-buchner reaction carbenes
Abstract: Rhodium carbenes are key intermediates in a range of cycloadditions and insertion reactions. Herein, we report the first generation of donor Rh-II carbenes by decarbenation of 7-substituted 1,3,5-cycloheptatrienes. This discovery unlocks an improved retro-Buchner-cyclopropanation sequence, a Si-H insertion reaction for a broad-scope synthesis of allylsilanes, and a new method for the vinylogation of aldehydes. The last strategy led to the development of an iterative synthesis of E-polyenes, and to the total synthesis of navenonesB and C.
Thematic Areas: Química Medicina ii Medicina i Materiais Interdisciplinar General medicine General chemistry Farmacia Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Astronomia / física
licence for use: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 14337851
Author's mail: antoniomaria.echavarren@urv.cat
Author identifier: 0000-0002-6418-7930
Record's date: 2022-07-23
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://onlinelibrary.wiley.com/doi/10.1002/anie.201813512
Papper original source: Angewandte Chemie (International Ed. Print). 58 (7): 2088-2092
APA: Mato, Mauro; Echavarren, Antonio M.; (2019). Donor Rhodium Carbenes by Retro-Buchner Reaction. Angewandte Chemie (International Ed. Print), 58(7), 2088-2092. DOI: 10.1002/anie.201813512
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Article's DOI: 10.1002/anie.201813512
Entity: Universitat Rovira i Virgili
Journal publication year: 2019
Publication Type: Journal Publications
Repositori URV