Výsledky vyhledávání - "Raphaël Oriez"

Mechanistic Support for Intramolecular Migrative Cyclization of Propargyl Sulfones Provided by Catalytic Asymmetric Induction with a Chiral Counter Cation Strategy

Autor: Ken-ichi Yamada, Kiyosei Takasu, Naonobu Tanaka, Yousuke Yamaoka, Yinli Wang, Raphaël Oriez, Tsubasa Inokuma, Kohta Yamasaki, Akiho Yamauchi, Yasunori Miyakawa, Yoshiki Kashiwada

Publikováno v: Asian Journal of Organic Chemistry. 10(7):1828-1834

We previously reported an intramolecular migrative cyclization of propargylsufones and sulfonylalkynamides giving oxa- and azacycles, respectively. To confirm the postulated reaction mechanism, the reaction was conducted with chiral nucleophiles such

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::762c0a79af0d591acc8b8428a8dc8a9d
http://repo.lib.tokushima-u.ac.jp/117097

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Concise and Stereodivergent Approach to Chromanone Lactones through Copper‐Catalyzed Asymmetric Vinylogous Addition of Siloxyfurans to 2‐Ester‐Substituted Chromones

Autor: Jin Cui, Raphaël Oriez, Hidetoshi Noda, Takumi Watanabe, Masakatsu Shibasaki

Publikováno v: Angewandte Chemie International Edition. 61

Vicinal oxygen-containing tetra- and tri-substituted stereocenters exist widely in chromanone lactone and tetrahydroxanthone natural products. Their enantioselective construction in a single step remains elusive and poses a formidable challenge for c

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d4cfb1effcd1b492465d91d145a4fc76
https://doi.org/10.1002/anie.202203128

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Dramatic influence of ester steric hindrance on the diastereoselectivity of a Michael addition towards the synthesis of the ABC tricycle of hexacyclinic acid

Autor: Raphaël Oriez, Alexandre Audic, Joëlle Prunet

During our studies toward the synthesis of the ABC ring system of hexacyclinic acid, we observed an unexpected influence of the steric bulk of the ester group of the Michael acceptor in a key conjugate addition. We propose an eight-membered ring tran

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6d5c8b8b5cf2125f90ae3231ad3e7de4
https://eprints.gla.ac.uk/226613/2/226613.pdf

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anti-Selective Catalytic Asymmetric Nitroaldol Reaction of α-Keto Esters: Intriguing Solvent Effect, Flow Reaction, and Synthesis of Active Pharmaceutical Ingredients

Autor: Raphaël Oriez, Naoya Kumagai, Tomoya Karasawa, Masakatsu Shibasaki

Publikováno v: Journal of the American Chemical Society. 140:12290-12295

A rare-earth metal/alkali metal bimetallic catalyst proved particularly effective for enantioselectively coupling nitroalkanes and α-keto esters in an anti-selective manner to afford synthetically versatile, densely functionalized, and optically act

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4bc84c61867cb45b5392a97bfaefb0fb
https://doi.org/10.1021/jacs.8b08236

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Oxa- and Azacycle Formation via Migrative Cyclization of Sulfonylalkynol and Sulfonylalkynamide with N-Heterocyclic Carbene

Autor: Yinli Wang, Ken-ichi Yamada, Kiyosei Takasu, Raphaël Oriez, Satoru Kuwano, Yousuke Yamaoka

Publikováno v: The Journal of Organic Chemistry. 81:2652-2664

An N-heterocyclic carbene promotes cyclization of sulfonylalkynols and sulfonylalkynamides that accompanies 1,2-migration of the sulfonyl groups. This reaction provides a novel access to oxa- and azacycles possessing a pendent vinyl sulfone functiona

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::bb5a4732d204ffd61619ceaa8b4e2448
https://doi.org/10.1021/acs.joc.6b00182

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Enhanced Rate and Selectivity by Carboxylate Salt as a Basic Cocatalyst in Chiral N-Heterocyclic Carbene-Catalyzed Asymmetric Acylation of Secondary Alcohols

Autor: Kiyosei Takasu, Shingo Harada, Satoru Kuwano, Ken-ichi Yamada, Raphaël Oriez, Bubwoong Kang, Yousuke Yamaoka

Publikováno v: Journal of the American Chemical Society. 135:11485-11488

The rate and enantioselectivity of chiral NHC-catalyzed asymmetric acylation of alcohols with an adjacent H-bond donor functionality are remarkably enhanced in the presence of a carboxylate cocatalyst. The degree of the enhancement is correlated with

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::0ff7e4259e77e44545372538da7a0eb6
https://doi.org/10.1021/ja4055838

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Regio- and diastereoselective addition of allylic thioethers to aldehydes

Autor: Raphaël Oriez, Joëlle Prunet, Diego Gamba-Sánchez

Publikováno v: Tetrahedron Letters
Tetrahedron Letters, Elsevier, 2008, sous presse

International audience; We have developed a regioselective allylation and a regio- and diastereoselective crotylation of aldehydes with pyridin-2-yl sulfides. In the process, we have also optimized the diastereoselectivity of the addition of crotyl p

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::0027f58e6baba95d046d28b0fd44ad1d
https://doi.org/10.1016/j.tetlet.2008.12.009

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Phosphine-Promoted Migrative Cyclization of Sulfonylalkynol and Sulfonylalkynamide for the Synthesis of Oxa- and Azacycles

Autor: Yinli Wang, Raphaël Oriez, Ken-ichi Yamada, Yasunori Miyakawa, Yousuke Yamaoka, Kiyosei Takasu, Shougun Ou

Publikováno v: HETEROCYCLES. 95:314

A catalytic amount of phosphine or DMAP promoted the migrative cyclization of propargyl sulfones bearing an internal nucleophilic functionality in a γ-umpolung manner.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::979d74f54a55597d8d656bfca035fbae
https://doi.org/10.3987/com-16-s(s)22

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