Chemoselective access to substituted butenolides via a radical cyclization pathway: mechanistic study, limits and application

Autor: Jean-Christophe Rouaud, Carole F. Despiau, Anne Boussonnière, Jacques Lebreton, Fabrice Dénès, Romain Bénéteau

Publikováno v: Pure and Applied Chemistry
Pure and Applied Chemistry, 2016, 88 (3), pp.215-225. ⟨10.1515/pac-2015-1203⟩

We developed a new approach to γ-lactols and methylene-γ-lactols based upon the radical cyclization of aluminium acetals obtained by reduction of α-bromoesters with DIBAL-H. The cyclic aluminium acetals resulting from the cyclization process could

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d8a4151c1dca68ce885401f62900f585
https://doi.org/10.1515/pac-2015-1203

ChemInform Abstract: Chemoselective Access to Substituted Butenolides via a Radical Cyclization Pathway: Mechanistic Study, Limits and Application

Autor: Jean-Christophe Rouaud, Romain Bénéteau, Carole F. Despiau, Jacques Lebreton, Fabrice Dénès, Anne Boussonnière

Publikováno v: ChemInform. 47

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::f6a57a1c2376394c804ad9a169931aa9
https://doi.org/10.1002/chin.201624251

Synthesis of Polysubstituted γ-Butenolides via a Radical Pathway: Cyclization of α-Bromo Aluminium Acetals and Comparison with the Cyclization of α-Bromoesters at High Temperature

Autor: Virginie Silvestre, Jacques Lebreton, Carole F. Despiau, Fabrice Dénès, Romain Bénéteau, Anne Boussonnière, Jean-Christophe Rouaud

Publikováno v: Chemistry-A European Journal
Chemistry-A European Journal, Wiley-VCH Verlag, 2015, 21 (32), pp.11378-11386. ⟨10.1002/chem.201501294⟩

International audience; Polysubstituted butenolides were obtained in good to high yields from α-bromoesters derived from propargyl alcohols by a one-pot reaction involving the radical cyclization of α-bromo aluminium acetals, followed by the oxidat

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2a2d6248b9441ea55353d85137e05054
https://pubmed.ncbi.nlm.nih.gov/26119100

Total Synthesis of (±)-Paroxetine by Diastereoconvergent Cobalt-Catalysed Arylation

Autor: Carole F, Despiau, Andrew P, Dominey, David C, Harrowven, Bruno, Linclau

Publikováno v: European Journal of Organic Chemistry

A total synthesis of paroxetine is reported, with a diastereoselective and diastereoconvergent cobalt-catalysed sp3–sp2 coupling reaction involving a 3-substituted 4-bromo-N-Boc-piperidine (Boc = tert-butoxycarbonyl) substrate as a key step. A 9:1

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::be7c2af5e796c13a1eee3da0c4b13745
https://pubmed.ncbi.nlm.nih.gov/25505371