論文

査読有り
2002年10月

Pd-catalyzed asymmetric allylic alkylation of glycine imino ester using a chiral phase-transfer catalyst

JOURNAL OF ORGANIC CHEMISTRY
  • M Nakoji
  • ,
  • T Kanayama
  • ,
  • T Okino
  • ,
  • Y Takemoto

67
21
開始ページ
7418
終了ページ
7423
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1021/jo0260645
出版者・発行元
AMER CHEMICAL SOC

Pd-catalyzed asymmetric allylic alkylation of the glycine imino ester 1a has been developed using a chiral quaternary ammonium salt 3d without chiral phosphine ligands. The proper choice of the achiral Pd ligand, P(OPh)(3), is important to achieve high enantioselectivity. By this method with the dual catalysts, numerous enantiomerically enriched alpha-allylic amino acids 4a-h could be prepared with comparable to higher enantioselectivity than that of the conventional asymmetric alkylation of 1a. In addition, the Pd-catalyzed reaction of 1a with 1-phenyl-2-propenyl acetate 2i afforded the branch product 6 with high enantio- and diastereoselectivity (>95% de, 85% ee).

リンク情報
DOI
https://doi.org/10.1021/jo0260645
PubMed
https://www.ncbi.nlm.nih.gov/pubmed/12375973
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000178598600032&DestApp=WOS_CPL
ID情報
  • DOI : 10.1021/jo0260645
  • ISSN : 0022-3263
  • PubMed ID : 12375973
  • Web of Science ID : WOS:000178598600032

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