Synthesis of Planar Chiral Phosphapalladacycles byN-Acyl Amino Acid Mediated Enantioselective Palladation

Günay, M. Emin and Richards, Chris (2009) Synthesis of Planar Chiral Phosphapalladacycles byN-Acyl Amino Acid Mediated Enantioselective Palladation. Organometallics, 28 (19). pp. 5833-5836. ISSN 0276-7333

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Abstract

Hydrolysis of scalemic trichloroacetamides Cl3CCONHCH(R)CHCH2 and allylation, or acylation with but-3-enoic acid, followed by ring-closing metathesis resulted in the formation of unsaturated pyrrolidine and piperidine building blocks. These were employed in the synthesis of (S)-coniine (R = Pr) and a formal synthesis of (+)-anisomycin (R = p-MeOC6H4). Extension of this methodology with R = CH2CHCH2 employing two ring-closing metatheses resulted in the synthesis of unsaturated quinolizidinone and indolizidinone frameworks.

Item Type: Article
Additional Information: Guenay, M. Emin Richards, Christopher J.
Faculty \ School: Faculty of Science > School of Chemistry
Related URLs:
Depositing User: Rachel Smith
Date Deposited: 21 Feb 2012 11:25
Last Modified: 21 Apr 2020 17:37
URI: https://ueaeprints.uea.ac.uk/id/eprint/37277
DOI: 10.1021/om9005356

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