Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 14, Pages 4650-4653Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b02071
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Funding
- National Science Foundation [CHE-1300382]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1300382] Funding Source: National Science Foundation
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Pyrrolidine and related amines undergo asymmetric A(3) reactions in the presence of copper iodide and an easily accessible cocatalyst possessing both a carboxylic acid and a thiourea moiety. Propargylamines are obtained with up to 96% ee, and catalyst loadings can be as low as 1 mol %. Pyrrolidine-derived propargylamines, in the absence of directing groups, can be transformed to the corresponding allenes without loss of enantiopurity.
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