東北大学 · 化学
石田博春教授の研究室は、有機合成化学を基盤とし、特に不斉反応や新しい反応機構の開発に注力しています。特に、キラル触媒を用いたエナンチオ選択的反応（例：Baylis-Hillman反応、Rhナイトレノイドを用いた窒素移動反応）の開発が顕著で、天然物の効率的・エナンチオ選択的全合成を実現しています。また、医薬品候補となる天然化合物の合成と、その生物学的活性の解明にも取り組んでいます。
Figures are computed from collected data and may differ slightly.
A new enantiocontrolled synthesis of a potent immunosuppressant(-)-mycestericin E has been accomplished by using cinchona alkaloid-catalyzed asymmetric Baylis-Hillman reaction of an aldehyde with 1,1,1,3,3,3-hexafluoroisopropyl acrylate and Lewis acid-promoted cyclisation of an epoxytrichloroacetimidate as the key steps.
The oxidation of primary and secondary alcohols to the corresponding aldehydes (or carboxylic acids) or ketones is a fundamental transformation in organic synthesis. Stable organic nitroxyl radicals as represented by 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) (1) have been used extensively to catalyze the oxidation of a number of alcohol substrates employing environmentally benign co-oxidants such as bleach (NaOCl) or PhI(OAc)2. Although TEMPO oxidation is better known as a method for selectiv
A versatile, highly enantiocontrolled entry to the spiro-beta-lactam core of chartellines has been developed by expanding the scope of oxidative nitrogen atom transfer methodology based on chiral Rh-nitrenoid species.
Herein, we describe the first asymmetric total synthesis of (-)-martinelline ((-)-2) and the second total synthesis of (-)-martinellic acid ((-)-1) by employing a tandem Mukaiyama-Mannich reaction/aminal cyclization as the key step.
The Morita-Baylis-Hillman reaction, α-hydroxyalkylation of activated olefins, has attracted considerable research interest because of the synthetic utility of the densely functionalized product as well as the exquisite tandem Michael-aldol reaction process under nucleophilic catalysis. This review gives an overview on recent remarkable progress in the Morita-Baylis-Hillman reactions. Several other successful methods affording the Morita-Baylis-Hillman type adducts are also reviewed by focusing t
The 1,5-diaryl-3-oxo-1,4-pentadiene analogs can yield good lead compounds for cancer chemotherapy, to overcome low bioavailability of curcumin.
We have recently disclosed that a less hindered class of nitroxyl radicals, i.e., 2-azaadamantan-N-oxyl (AZADO), 1-Me-AZADO, and 9-azabicyclo[3.3.1]nonan-N-oxyl (ABNO), exhibit marked catalytic activity for the oxidation of alcohols with the aid of environmentally friendly oxidants, offering a green and sustainable option for current alcohol oxidation. Encouraged by their outstanding catalytic performance, we envisioned the development of scalable routes to these radicals that could be extended
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