Kyoto University · 화학
Seijiro Matsubara 교수의 연구실은 주로 유기합성화학 분야에서 활동하며, 특히 금속 촉매를 활용한 새로운 반응 개발과 고도로 선택적인 산화 및 기능화 반응에 초점을 맞추고 있습니다. Pd/C 촉매를 이용한 수소화 조건 하에서의 탈카복실화 및 디테르리움화 반응, 랜타니드(III) 염을 촉매로 사용한 아민의 α,β-불포화 에스터에 대한 선택적 공대합성 반응 등이 주요 연구 주제입니다. 또한, 유기금속 화합물과 산화제를 조합한 새로운 산화 전략을 통해 복잡한 자연물 유도체의 효율적 합성을 가능하게 하는 반응 체계 개발도 진행 중입니다.
표시된 성과는 수집된 데이터 기준으로 산출되며, 일부 차이가 있을 수 있습니다.
[reaction: see text] Decarboxylation of free carboxylic acid was performed by Pd/C catalyst under hydrothermal water (250 degrees C/4 MPa). Under the hydrothermal conditions of deuterium oxide, decarbonylative deuteration was observed to give fully deuterated hydrocarbons from carboxylic acids or aldehydes.
Abstract Catalytic amount of lanthanoid(III) triflates promoted the conjugate addition of amines to 2-alkenoic acid esters to give β-amino esters. The reaction of benzylamine with α,β-unsaturated esters containing a stereogenic center at γ-position proceeded diastereoselectivity to yield optically active β-lactam precursors.
Nysted reagent [cyclo-dibromodi-µ-methylene(µ-tetrahydrofuran)trizinc], a commercially available gem-dimetallic compound, reacted with aldehydes affording methylenated products in the presence of BF3·OEt2, whereas methylenation of ketones proceeded in the presence of BF3·OEt2 and TiCl2.
Abstract Treatment of ketones with bis(trimethylsilyl) peroxide and Lewis acid such as SnCl4 or BF3·OEt2 in dichloromcthane at room temperature affords esters in fair to excellent yields. Jasmine lactone is synthesized from 2-[(Z)-2-pentenyl]cyclopentanone by means of Me3SiOOSiMe3–BF3·OEt2 system without any protection of the carbon-carbon double bond. The oxidation of enol acetates of ketones to α-hydroxy (or α-acetoxy) ketones with Me3SiOOSiMe3–FeCl3 system is also disclosed.
