β-硅氧基-α-卤代酮的高度非对映选择性单和双 Mukaiyama 羟醛反应。
β-Siloxy-α-haloketones through highly diastereoselective single and double mukaiyama aldol reactions.
机构信息
Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, IL 60635, USA.
出版信息
Chemistry. 2013 Mar 18;19(12):3842-5. doi: 10.1002/chem.201204493. Epub 2013 Feb 19.
Abstract
Double-action haloketones: A super silyl group enabled the first highly diastereoselective Mukaiyama aldol reactions of α-chloro- and α-fluoroketones with a wide range of aldehydes, providing anti-β-siloxy-α-haloketones. This process is compatible with one-pot double-aldol methodology and allows for rapid access to new halogen-modified polyketide fragments bearing up to four contiguous stereocenters.
摘要
双卤代酮
一个超级硅基基团使 α-氯代和 α-氟代酮与各种醛的首次高度非对映选择性 Mukaiyama 羟醛反应成为可能，生成了反式-β-硅氧基-α-卤代酮。该过程与一锅法双羟醛缩合方法兼容，并允许快速获得带有多达四个连续立体中心的新型卤代修饰的聚酮片段。
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