Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 7, Pages 3348-3364Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo3001657
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- Natural Sciences and Engineering Research Council of Canada
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Intramolecular conjugate displacement (ICD) has been applied to the Morita-Baylis-Hillman adducts formed from (5S)-5-(l-menthyloxy)-2(5H)-furanone and aldehydes that carry a protected beta- or gamma-amino group. DIBAL-H reduction of the resulting ICD products releases optically pure six- or seven-membered cyclic amines having a stereogenic center a to nitrogen.
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