Journal
ORGANIC LETTERS
Volume 17, Issue 2, Pages 322-325Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol503432b
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Funding
- Natural Science and Engineering Research Council (NSERC) of Canada
- Universite de Sherbrooke
- Center in Green Chemistry and Catalysis (CGCC) fellowship
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beta-Amino acids are routinely incorporated into peptidic drugs to increase their stability and to incur conformational biases. However, the synthesis of highly substituted beta-amino acids still represents a great challenge. A new approach to their preparation is reported involving a VilsmeierHaack reaction with nonaromatic carbon nucleophiles. The highly challenging preparation of contiguous tertiary and all-carbon quaternary centers was successfully used to generate several beta(2,2,3)-amino esters, such as derivatives of homoproline, homoalanine, and homopipecolinic esters.
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