2002年10月
Pd-catalyzed asymmetric allylic alkylation of glycine imino ester using a chiral phase-transfer catalyst
JOURNAL OF ORGANIC CHEMISTRY
- ,
- ,
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- 巻
- 67
- 号
- 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
- ID情報
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- DOI : 10.1021/jo0260645
- ISSN : 0022-3263
- PubMed ID : 12375973
- Web of Science ID : WOS:000178598600032