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A transient N-O-linked Pauson-Khand strategy for the synthesis of the deschloro carbocyclic core of the palau'amines and styloguanidines.

PMID: 12816409 (view PubMed database entry)
DOI: 10.1021/ol0344063 (read at publisher's website )

Stefan G Koenig, Stefan M Miller, Kristi A Leonard, Ralf S Löwe, Betty C Chen, David J Austin,

A stereocontrolled route to the deschloro cyclopentyl core of the palau'amines and styloguanidines has been developed. This strategy makes use of the intramolecular Pauson-Khand cyclization of an enyne with a "transient N-O tether" to construct a five-membered carbocycle in a diastereoselective fashion. [reaction: see text]

Org. Lett. (Organic letters)
[2003, 5(13):2203-2206]

Cited: 20 times

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