苯甲醛裂解酶催化芳香醛与单甲氧基乙醛和二甲氧基乙醛的对映选择性碳连接反应。
Benzaldehyde lyase-catalyzed enantioselective carboligation of aromatic aldehydes with mono- and dimethoxy acetaldehyde.
作者信息
Demir Ayhan S, Seşenoglu Ozge, Dünkelmann Pascal, Müller Michael
机构信息
Department of Chemistry, Middle East Technical University, 06531 Ankara, Turkey.
出版信息
Org Lett. 2003 Jun 12;5(12):2047-50. doi: 10.1021/ol034415b.
[reaction: see text] Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with methoxy and dimethoxy acetaldehyde and furnishes (R)-2-hydroxy-3-methoxy-1-arylpropan-1-one and (R)-2-hydroxy-3,3-dimethoxy-1-arylpropan-1-one in high yields and enantiomeric excess via acyloin linkage. Aromatic aldehydes and benzoins are converted into enamine-carbanion-like intermediates prior to carboligation.
[反应：见正文] 荧光假单胞菌中的苯甲醛裂解酶催化芳族醛与甲氧基和二甲氧基乙醛的反应，并通过偶姻键高产率和对映体过量地生成 (R)-2-羟基-3-甲氧基-1-芳基丙-1-酮和 (R)-2-羟基-3,3-二甲氧基-1-芳基丙-1-酮。在碳连接之前，芳族醛和苯偶姻被转化为烯胺-碳负离子样中间体。
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