アルミニウム ショクバイ オ モチイタ アルファ,アルファ - ニチカン アルファ - シロキシ アルデヒド ノ 1,2 - テンイ ハンノウ ノ カイハツ

京都大学0048新制・課程博士博士(理学)甲第13614号理博第3272号新制||理||1483(附属図書館)UT51-2008-C532京都大学大学院理学研究科化学専攻(主査)教授 丸岡 啓二, 教授 林 民生, 教授 大須賀 篤弘学位規則第4条第1項該当Doctor of ScienceKyoto UniversityDA

Asymmetric Substitution at the Tetrasubstituted Chiral Carbon: Catalytic Ring-Opening Alkylation of Racemic 2,2-Disubstituted Aziridines with 3‑Substituted Oxindoles

A highly diastereo- and enantioselective ring-opening alkylation of racemic 2,2-disubstituted aziridines with 3-substituted oxindoles is achieved under the catalysis of a chiral 1,2,3-triazolium salt. This reaction represents a hitherto unknown, catalytic stereoselective carbon–carbon bond formation through direct substitution at the tetrasubstituted chiral carbon

Asymmetric Substitution at the Tetrasubstituted Chiral Carbon: Catalytic Ring-Opening Alkylation of Racemic 2,2-Disubstituted Aziridines with 3‑Substituted Oxindoles

A highly diastereo- and enantioselective ring-opening alkylation of racemic 2,2-disubstituted aziridines with 3-substituted oxindoles is achieved under the catalysis of a chiral 1,2,3-triazolium salt. This reaction represents a hitherto unknown, catalytic stereoselective carbon–carbon bond formation through direct substitution at the tetrasubstituted chiral carbon

Catalytic Asymmetric Ring Openings of Meso and Terminal Aziridines with Halides Mediated by Chiral 1,2,3-Triazolium Silicates

Catalytic asymmetric chloride and bromide ring openings of meso aziridines with trimethylsilyl halides have been developed using modular chiral 1,2,3-triazolium chlorides as catalysts. Control experiments suggest the reaction pathway involving hypervalent silicate ions as reactive intermediates. The application of this system to the efficient kinetic resolution of terminal aziridines is also reported

Catalytic Formal Carbyne Transformation of Phosphorus Ylides

The selective functionalization of unreactive C–H bonds over reactive polar functionalities paves the way for the efficient synthesis of complex molecular frameworks. Here, we report a consecutive C–H alkylation and Wittig-type reaction of phosphorus ylides, enabling the conversion of inert C–H and C=P bonds into C–C and C=C bonds, respectively. Under blue-light irradiation and with the aid of an appropriate photoredox catalyst, a mixture encompassing phosphorus ylides, electron-rich olefins, and unsaturated carbonyl compounds adeptly undergoes a previously elusive three-component cycloaddition. This transformation allows for the rapid construction of the synthetically versatile functionalized six-membered carbocycles from readily available substrates

Asymmetric Substitution at the Tetrasubstituted Chiral Carbon: Catalytic Ring-Opening Alkylation of Racemic 2,2-Disubstituted Aziridines with 3‑Substituted Oxindoles

A highly diastereo- and enantioselective ring-opening alkylation of racemic 2,2-disubstituted aziridines with 3-substituted oxindoles is achieved under the catalysis of a chiral 1,2,3-triazolium salt. This reaction represents a hitherto unknown, catalytic stereoselective carbon–carbon bond formation through direct substitution at the tetrasubstituted chiral carbon

Asymmetric Substitution at the Tetrasubstituted Chiral Carbon: Catalytic Ring-Opening Alkylation of Racemic 2,2-Disubstituted Aziridines with 3‑Substituted Oxindoles

A highly diastereo- and enantioselective ring-opening alkylation of racemic 2,2-disubstituted aziridines with 3-substituted oxindoles is achieved under the catalysis of a chiral 1,2,3-triazolium salt. This reaction represents a hitherto unknown, catalytic stereoselective carbon–carbon bond formation through direct substitution at the tetrasubstituted chiral carbon

Catalytic Asymmetric Ring Openings of Meso and Terminal Aziridines with Halides Mediated by Chiral 1,2,3-Triazolium Silicates

Catalytic asymmetric chloride and bromide ring openings of meso aziridines with trimethylsilyl halides have been developed using modular chiral 1,2,3-triazolium chlorides as catalysts. Control experiments suggest the reaction pathway involving hypervalent silicate ions as reactive intermediates. The application of this system to the efficient kinetic resolution of terminal aziridines is also reported

Asymmetric Substitution at the Tetrasubstituted Chiral Carbon: Catalytic Ring-Opening Alkylation of Racemic 2,2-Disubstituted Aziridines with 3‑Substituted Oxindoles

A highly diastereo- and enantioselective ring-opening alkylation of racemic 2,2-disubstituted aziridines with 3-substituted oxindoles is achieved under the catalysis of a chiral 1,2,3-triazolium salt. This reaction represents a hitherto unknown, catalytic stereoselective carbon–carbon bond formation through direct substitution at the tetrasubstituted chiral carbon

Asymmetric Substitution at the Tetrasubstituted Chiral Carbon: Catalytic Ring-Opening Alkylation of Racemic 2,2-Disubstituted Aziridines with 3‑Substituted Oxindoles

A highly diastereo- and enantioselective ring-opening alkylation of racemic 2,2-disubstituted aziridines with 3-substituted oxindoles is achieved under the catalysis of a chiral 1,2,3-triazolium salt. This reaction represents a hitherto unknown, catalytic stereoselective carbon–carbon bond formation through direct substitution at the tetrasubstituted chiral carbon