摘要
The chelation-control model explains the high diastei'eoselectivity Obtained in additions of organoinetallic nucleophiles to alpha-alkoxy ketones but fails for reactions of allylmagnesiuin halides. Low diastereoselectivity in ethereal Solvents results from no chelation-induced rate acceleration. Additions of allylmagnesium bromide to carbonyl compounds are diastereoselective using CH2Cl2 as the solvent even though rate acceleration is still absent. Stereoselectivity likely arises from the predominance of the chelated form in solution. Therefore, a revised chelation-control model is proposed.
- 出版日期2017-7-7