シライ　トモヒコ   Shirai Tomohiko   白井　智彦    所属   東邦大学  理学部 化学科    職種   講師
論文種別	原著
言語種別	英語
査読の有無	査読あり
表題	Me-BIPAM for the Synthesis of Optically Active 3-Aryl-3-hydroxy-2-oxindoles by Ruthenium-catalyzed Addition of Arylboronic Acids to Isatins
掲載誌名	正式名：Chemistry - An Asian Journal ISSNコード：1861-4728/1861-471X
掲載区分	国外
出版社	WILEY-V C H VERLAG GMBH
巻・号・頁	7(10),pp.2446-2449
著者・共著者	Y. Yamamoto,M. Yohda,T. Shirai,H. Ito,N. Miyaura
発行年月	2012/10
概要	A chiral O-linked C2-symmetric bidentate phosphoramidite (Me-BIPAM) was found to be efficient for the ruthenium-catalyzed addition of arylboronic acids to isatins. Asymmetric synthesis of 3-aryl-3-hydroxy-2-oxindoles by 1,2-addition of arylboronic acids to isatins was carried out in the presence of [RuCl2(PPh3)3]/(R,R)-Me-BIPAM and KF, resulting in an enantioselectivity as high as 90?% ee. It was found that the reaction with N-protected isatins proceeds with high yields and good enantioselectivities. The best protective groups on the nitrogen atom were different depending on the substituents on the aromatic ring. The use of a N-benzyl group resulted in excellent enantioselectivities in many substrates compared with other groups.
DOI	10.1002/asia.201200481