Synthesis of planar vhiral phosphapalladacycles byN-acyl amino acid mediated enantioselective palladation

Günay, M. Emin and Richards, Chris ORCID: https://orcid.org/0000-0001-7899-4082 (2009) Synthesis of planar vhiral 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 (former - to 2024)
UEA Research Groups:	Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017) Faculty of Science > Research Groups > Chemistry of Materials and Catalysis
Depositing User:	Rachel Smith
Date Deposited:	21 Feb 2012 11:25
Last Modified:	24 Sep 2024 09:22
URI:	https://ueaeprints.uea.ac.uk/id/eprint/37277
DOI:	10.1021/om9005356

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