Additions of Organomagnesium Halides to α-Alkoxy Ketones: Revision of the Chelation-Control Model.

作者: Jacquelyne A. Read , Yingying Yang , K. A. Woerpel

DOI: 10.1021/ACS.ORGLETT.7B01161

关键词:

摘要: The chelation-control model explains the high diastereoselectivity obtained in additions of organometallic nucleophiles to α-alkoxy ketones but fails for reactions allylmagnesium halides. Low ethereal solvents results from no chelation-induced rate acceleration. Additions bromide carbonyl compounds are diastereoselective using CH2Cl2 as solvent even though acceleration is still absent. Stereoselectivity likely arises predominance chelated form solution. Therefore, a revised proposed.

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