YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
総説
二重活性化能を有する酸塩基型不斉有機分子触媒の開発とaza-Morita-Baylis-Hillman反応への展開
滝澤 忍
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2009 年 129 巻 10 号 p. 1201-1210

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  This review describes our recent efforts in the development of acid-base organocatalysts, (S)-3-(N-isopropyl-N-3-pyridinylaminomethyl) BINOL (6a) and (S)-3-[2-(diphenylphosphino)phenyl] BINOL (13a), with dual activation mechanism for the aza-Morita-Baylis-Hillman (aza-MBH) reaction. In these catalysts, chiral Brønsted acid units are connected with a Lewis base unit via a spacer. The acid-base moieties act cooperatively as an enzyme-mimetic catalyst to activate substrates in the carbon-carbon bond forming reaction between enones and N-tosylimines with high enantioselectivity.

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© 2009 by the PHARMACEUTICAL SOCIETY OF JAPAN
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