Highlights from the 55th Bürgenstock Conference on Stereochemistry 2022

Autor: Alexis Archambeau, Martina Delbianco

Publikováno v: Chemical Science. 13:9806-9810

In May 2022, the 55th Bürgenstock Conference on Stereochemistry happened in person once again. This summary provides insight into the scientific themes discussed during the most recent meeting of this historic and multi-disciplinary conference.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::acb729c43f595c7fb7df6a4215be0085
https://doi.org/10.1039/d2sc90155b

Vinylcyclopropanes as All-Carbon 1,5-Dipoles: A Reactivity Switch for Palladium-Catalyzed (5 + 4) Cycloadditions

Autor: Anaïs Scuiller, Alexandre Karnat, Nicolas Casaretto, Alexis Archambeau

Publikováno v: Organic Letters
Organic Letters, American Chemical Society, 2021, 23 (6), pp.2332-2336. ⟨10.1021/acs.orglett.1c00477⟩

Azonanes were prepared by a palladium-catalyzed (5 + 4) cycloaddition between activated vinylcyclopropanes and 1-azadienes. During this process, the vinylcyclopropane partner displayed an unusual reactivity and behaved as an all-carbon 1,5-dipole. A

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::32124de69f6f1bd53062c1f3a01f3acb
https://pubmed.ncbi.nlm.nih.gov/33660513

Asymmetric Transfer Hydrogenation of gem ‐Difluorocyclopropenyl Esters: Access to Enantioenriched gem ‐Difluorocyclopropanes

Autor: Khalil Yamani, Christophe Meyer, Alexis Archambeau, Hugo Pierre, Janine Cossy

Publikováno v: Angewandte Chemie International Edition
Angewandte Chemie International Edition, Wiley-VCH Verlag, 2020, 59 (42), pp.18505-18509. ⟨10.1002/anie.202008572⟩

Catalytic enantioselective access to disubstituted functionalized gem-difluorocyclopropanes, which are emerging fluorinated motifs of interest in medicinal chemistry, was achieved through asymmetric transfer hydrogenation of gem-difluorocyclopropenyl

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::892b41d12a440efa9dbf3075f059cc0a
https://hal.archives-ouvertes.fr/hal-03058535

Gold-Catalyzed Rearrangement of (Silylcyclopropenyl)methyl Ethers into (Silylmethylene)cyclopropanes

Autor: Janine Cossy, Frédéric Miege, Christophe Meyer, Alexis Archambeau, Florence Hiault

Publikováno v: SYNTHESIS
SYNTHESIS, Georg Thieme Verlag, 2016, 48 (19), pp.3165-3174. ⟨10.1055/s-0035-1561486⟩

International audience; Methoxymethyl ethers derived from 2-(dimethylphenylsilyl)cycloprop-1-enyl carbinols undergo gold-catalyzed rearrangement leading to [(Z)-(dimethylphenylsilyl)methylene]cyclopropanes in moderate to high yields with methyl forma

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d5306a7d38da44551d6ecc962effda7c
https://doi.org/10.1055/s-0035-1561486

Rhodium(III)‐Catalyzed Allylic C(sp 3 )–H Activation of Alkenyl Sulfonamides: Unexpected Formation of Azabicycles

Autor: Tomislav Rovis, Alexis Archambeau

Publikováno v: Angewandte Chemie. 127:13535-13538

Herein we report that unsaturated N-sulfonamides undergo a Rh(III)-catalyzed allylic C(sp3)-H activation followed by insertion with an exogenous internal alkyne. The reaction generates [3.3.0], [4.3.0] and [5.3.0] azabicyclic structures with excellen

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::cdde711d0b89004a3af64964d0feb7fb
https://doi.org/10.1002/ange.201504150