| Literature DB >> 12967291 |
Wesley J Moran1, Katharine M Goodenough, Piotr Raubo, Joseph P A Harrity.
Abstract
[reaction: see text] A stereocontrolled route to Nuphar alkaloids is described that employs a formal [3 + 3] cycloaddition strategy to assemble the piperidine nucleus. The addition of Pd-TMM complexes to aziridine 10 was found to be sluggish; however, the addition of a functionalized allyl Grignard reagent followed by a Mitsunobu condensation reaction provided 11 in high yield. The employment of this route in the formal synthesis of (-)-deoxynupharidine 1 is described.Entities:
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Year: 2003 PMID： 12967291 DOI： 10.1021/ol035156t
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005