Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 5, Pages 2472-2477Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202012048
Keywords
amides; base metal catalysis; cascade reactions; Suzuki– Miyaura coupling; transfer hydrogenation
Categories
Funding
- NIH-NIGMS [R01-GM117016]
- California Tobacco-Related Disease Research Program [28DT-0006]
- National Science Foundation GRFP [DGE-1650604, DGE-1144087]
- Graduate Division of UCLA
- University of California, Los Angeles
- NSF [CHE-1048804]
- National Center for Research Resources [S10RR025631]
- Trueblood Family
Ask authors/readers for more resources
This study presents a new method for adding two different nucleophiles to the carbonyl carbon of an amide in a single step, leading to the conversion of amides to chiral alcohols. The use of non-precious-metal catalysis enables this one-pot process, potentially allowing for the development of new transformations converting carboxylic acid derivatives to functional groups with stereogenic centers.
We report a means to achieve the addition of two disparate nucleophiles to the amide carbonyl carbon in a single operational step. Our method takes advantage of non-precious-metal catalysis and allows for the facile conversion of amides to chiral alcohols via a one-pot Suzuki-Miyaura cross-coupling/transfer-hydrogenation process. This study is anticipated to promote the development of new transformations that allow for the conversion of carboxylic acid derivatives to functional groups bearing stereogenic centers via cascade processes.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available