期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 54, 期 33, 页码 9517-9522出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201502341
关键词
chloroetherification; enantioselectivity; halogenation; organocatalysis; regioselectivity
资金
- NSF [CHE-1362812]
- NIH [GM110525]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1362812] Funding Source: National Science Foundation
An organocatalytic and highly regio-, diastereo-, and enantioselective intermolecular haloetherification and haloesterification reaction of allyl amides is reported. A variety of alkene substituents and substitution patterns are compatible with this chemistry. Notably, electronically unbiased alkene substrates exhibit exquisite regio- and diastereoselectivity for the title transformation. We also demonstrate that the same catalytic system can be used in both chlorination and bromination reactions of allyl amides with a variety of nucleophiles with little or no modification.
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