Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 28, Pages 8201-8205Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201703127
Keywords
arenes; boron; formylation; organocatalysis; synthetic methods
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Funding
- NSF [CHE-1565085]
- ACS-PRF [57164-ND1]
- National Science Foundation of China [21372073, 21572055]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1565085] Funding Source: National Science Foundation
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Reported herein is a conceptually novel organocatalytic strategy for the formylation of boronic acids. New reactivity is engineered into the alpha-amino-acid-forming Petasis reaction occurring between aryl boronic acids, amines, and glyoxylic acids to prepare aldehydes. The operational simplicity of the process and its ability to generate structurally diverse and valued aryl, heteroaryl, and alpha,beta-unsaturated aldehydes containing a wide array of functional groups, demonstrates the practical utility of the new synthetic strategy.
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