Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 20, Pages 4378-4383Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202000884
Keywords
alpha-amino acids; C-C-double bonds cleavage; azomethine ylides and spiropyrazolone
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Funding
- Council of Scientific and Industrial Research (CSIR), New Delhi (India)
- University Grant Commission
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An efficient and reagent-free synthesis of highly functionalized aza-spirocyclic pyrazolones are achieved from easily available alpha-amino acids and alkylidene pyrazolones by means of amination, C-C-double bonds cleavage, and decarboxylative annulation process. These highly diastereoselective reactions are promoted simply by alpha-amino acids and involve in situ generated azomethine ylides as reactive intermediates. This newly developed protocol involves the formation of three new bonds (oneC-Nand twoC-C) and four new contiguous stereo-centers including a quaternary carbon center in a single pot cascade process.
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