脯氨酸催化的4-氧代氮杂环丁烷-2-甲醛与酮之间的非对映选择性直接羟醛反应。
Proline-catalyzed diastereoselective direct aldol reaction between 4-oxoazetidine-2-carbaldehydes and ketones.
作者信息
Alcaide Benito, Almendros Pedro, Luna Amparo, Torres M Rosario
机构信息
Departamento de Química Organica I, Facultad de Química, Universidad Complutense de Madrid, 28040 Madrid, Spain.
出版信息
J Org Chem. 2006 Jun 23;71(13):4818-22. doi: 10.1021/jo0604235.
PMID:16776507
Abstract
The reaction of enantiopure 4-oxoazetidine-2-carbaldehydes with unmodified ketones was catalyzed by L-proline as well as by D-proline, to give the corresponding gamma-amino-beta-hydroxy ketones with good yields and diastereoselectivities. The obtained results implied that (2R,3R)-4-oxoazetidine-2-carbaldehydes and L-proline are a matched pair for diastereoselective induction.
摘要
对映体纯的4-氧代氮杂环丁烷-2-甲醛与未修饰的酮的反应由L-脯氨酸以及D-脯氨酸催化，以良好的产率和非对映选择性得到相应的γ-氨基-β-羟基酮。所得结果表明(2R,3R)-4-氧代氮杂环丁烷-2-甲醛和L-脯氨酸是用于非对映选择性诱导的匹配对。
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