Journal
ORGANIC LETTERS
Volume 4, Issue 20, Pages 3465-3468Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol026579i
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[GRAPHICS] Advances to the rhodium-catalyzed asymmetric ring-opening protocol have allowed this methodology to be extended to azabicyclic alkenes, the first time that rhodium has been used in allylic functionalizations with nitrogen leaving groups. The product diaminotetralins are important medicinal compounds. The synthetic utility of this methodology has been demonstrated in the total synthesis of an analgesic compound where the tetralin core, the regiochemistry, and the relative and absolute stereochemistry are all established in the ring-opening step.
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