Journal
ORGANIC LETTERS
Volume 6, Issue 20, Pages 3621-3624Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol048458j
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Highly diastereoselective intra- and intermolecular self-condensation reactions of N-tert-butanesulfinyl aldimines have been developed and applied to the rapid, asymmetric synthesis of trans-2-aminocyclopentanecarboxylic acid and the drug candidate SC-53116. Key to both syntheses is a novel microwave-assisted reaction in which N-sulfinyl aldimines are cleanly converted into nitriles in high-yielding concerted elimination processes.
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