期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 21, 期 40, 页码 14095-14098出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201502042
关键词
asymmetric synthesis; enantioselectivity; phenoxylation; nucleophilic substitution; synthesis design
资金
- JSPS [25410113]
- Grants-in-Aid for Scientific Research [25410113] Funding Source: KAKEN
The enantioselective formation of alpha-aryloxy-beta-keto esters is described for the first time. Lewis acid catalyzed enantioselective chlorination of beta-keto esters and subsequent S(N)2 reactions with phenols yielded alpha-aryloxy-beta-keto esters with up to 96% ee. Favorskii rearrangement of alpha-chloro-beta-keto esters was also found to give 1,2-diesters with slightly reduced enantiopurity.
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