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The Japp–Maitland condensation is an organic reaction and a type of Aldol reaction and a tandem reaction. In a reaction between the ketone 2-pentanone and the aldehyde benzaldehyde catalyzed by base the bis Aldol adduct is formed first. The second step is a ring-closing reaction when one hydroxyl group displaces the other in a nucleophilic substitution forming an oxo-tetrahydropyran. : The reaction was first described by Francis Robert Japp and William Maitland in 1904.〔''CXLVIII.—Reduction products of -dimethylanhydracetonebenzil, and condensation products of benzaldehyde with ketones'' Francis Robert Japp F.R.S. and William Maitland BSc J. Chem. Soc. , Trans., 1904, 85, 1473–89, 〕 The Japp–Maitland reaction is of some importance to synthetic organic chemistry for example as part of the synthesis of biomolecule ''centrolobine'':〔''Exploiting the Maitland–Japp reaction: a synthesis of (G)-centrolobine'' Paul A. Clarke and William H. C. Martin Tetrahedron 61 (2005) 5433–38 〕〔2-step procedure, step one is a Mukaiyama aldol reaction. The catalyst in step two is boron trifluoride TMS = trimethylsilyl TBS = tert-butyldimethylsilyl〕 : ==References== 抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)』 ■ウィキペディアで「Japp–Maitland condensation」の詳細全文を読む スポンサード リンク
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