研究者詳細 - 阿部　匠

ビシクロラクタムABH(2-azabicyclo[2.2.1]hept-5-en-3-one)の反応性と合成化学的応用

山口紗靖佳, 武田浩幸, 阿部匠, 山田康司, 石倉稔

複素環化学討論会講演要旨集 39th 2009年

ジクロラミン-Tとニトリルを窒素源とするアルケンの触媒的ジアミノ化反応

武田浩幸, 阿部匠, 山田康司, 石倉稔

反応と合成の進歩シンポジウム発表要旨概要 34 ( 0 ) 8 - 8 2008年

記述言語：日本語出版者・発行元：日本薬学会化学系薬学部会

The 1,2-differentiated diamination of unactivated alkenes was achieved using dichloramine-T (TsNCl₂ and CH₃CN as nitrogen sources in the presence of a catalytic amount of copper(II) complex. Various alkenes and nitriles could be applicable for the diamination, in which the cis-selectivities were observed in all cases. However, a few substrates gave poor yields mainly due to the formation of haloamine side product which would arised from ring-opening of the aziridinium intermediates by Cl^- in an S_N2 manner instead of CH₃CN. In these cases, the enhanced formation of diamine was observed when the reaction was performed at -20 C. The methodology described herein allows rapid access to cis-vicinal diamines.

DOI： 10.14895/hannou.34.0.8.0

ロジウム錯体を用いる2-アザビシクロ[2.2.1]ヘプト-5-エン-3-オンのアリール化反応の開発

阿部匠, 高橋有美, 石倉稔

日本薬学会年会要旨集 128th ( 2 ) 2008年

セロトニンとアルデヒドの新規環化反応を利用したアゼピノインドールアルカロイドの合成

晴山知拓, 滑川祐市, 山田康司, 阿部匠, 石倉稔

複素環化学討論会講演要旨集 38th 2008年

銅錯体を用いる2-アザビシクロ[2.2.1]ヘプト-5-エン-3-オンとアリールボロン酸のクロスカップリング反応の開発

武田浩幸, 阿部匠, 石倉稔

日本薬学会年会要旨集 128th ( 2 ) 2008年

二環性ラクタムABHの触媒的アリール化反応の開発

阿部匠, 武田浩幸, 高橋有美, 石倉稔

反応と合成の進歩シンポジウム発表要旨概要 33 ( 0 ) 54 - 54 2007年

記述言語：日本語出版者・発行元：日本薬学会化学系薬学部会

The arylation of 2-azabicyclo[2.2.1]hept-5-en-3-ones (ABH) with arylboronic acids was achieved using a catalytic amount of a rhodium(I) complex under microwave irradiation, in which the ring-opening of ABH and the multiple alkylation did not occur. The remote substituents effects on the chemical yields and the regioselectivities (syn : anti = 56 : 44 to 85 : 15) were observed. On the other hand, the reaction under the conventional conditions was sluggish in all cases. Using copper(II) complex, addition of arylboronic acids to N-H ABH under the conventional conditions afforded N-arylated ABH in good yield. In this case, the microwave irradiation was also found to promote the arylation of ABH, improving the rates and yields of these reactions.

DOI： 10.14895/hannou.33.0.54.0

2-アルコキシインドール類の合成研究

山田康司, 小坂祐太, 武田浩幸, 阿部匠, 石倉稔

複素環化学討論会講演要旨集 37th 2007年

ロジウム(II)錯体を用いるシリルエノールエーテルの触媒的不斉アミド化反応

田中正彦, 阿部匠, 穴田仁洋, 橋本俊一

反応と合成の進歩シンポジウム発表要旨概要 32 ( 0 ) 28 - 28 2006年

記述言語：日本語出版者・発行元：日本薬学会化学系薬学部会

A recent study from our laboratory has shown that Rh₂(S-TCPTTL)₄, characterized by substitution of chlorine atoms for four hydrogen atoms on the phthalimido group in the parent Rh(II) complex, is well suited for enantioselective C–H amidation reation with [(4-nitrophenyl)sulfonylimino]phenyliodinane. As a logical extension of our study in this area, we addressed the enantioselective amidation of silyl enol ethers catalyzed by chiral Rh(II) carboxylates. The Rh(II)-catalyzed aziridination of acyclic silyl enol ethers with [(2-nitrophenyl)sulfonylimino]phenyliodinane followed by treatment with aq. TFA afforded optically active α-amino ketones. The fluorinated catalyst, Rh₂(S-TFPTTL)₄, proved to be the catalyst of choice for this process, exhibiting the highest enantioselectivity of 95% ee. The effectiveness of the present catalytic method has been demonstrated by the enantioselective synthesis of (–)-metazocine.

DOI： 10.14895/hannou.32.0.28.0