Friedel-Crafts-type alkylation in aqueous media using resin-supported peptide catalyst having polyleucine

Kengo Akagawa; Takuhiro Yamashita; Seiji Sakamoto; Kazuaki Kudo

doi:10.1016/j.tetlet.2009.07.071

Friedel-Crafts-type alkylation in aqueous media using resin-supported peptide catalyst having polyleucine

Kengo Akagawa, Takuhiro Yamashita, Seiji Sakamoto, Kazuaki Kudo

Division of Organic- and Biomaterials Research

Research output: Contribution to journal › Article › peer-review

38 Citations (Scopus)

Abstract

The asymmetric Friedel-Crafts-type alkylation in aqueous media was realized by the resin-supported N-terminal prolyl peptide catalyst having a polyleucine tether. The hydrophobic polyleucine chain in the peptide catalyst was essential for the reaction efficiency and enantioselectivity. The resin-bound peptide catalyst could be reused at least for five times.

Original language	English
Pages (from-to)	5602-5604
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	40
DOIs	https://doi.org/10.1016/j.tetlet.2009.07.071
Publication status	Published - 2009 Oct 7

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "The asymmetric Friedel-Crafts-type alkylation in aqueous media was realized by the resin-supported N-terminal prolyl peptide catalyst having a polyleucine tether. The hydrophobic polyleucine chain in the peptide catalyst was essential for the reaction efficiency and enantioselectivity. The resin-bound peptide catalyst could be reused at least for five times.",

author = "Kengo Akagawa and Takuhiro Yamashita and Seiji Sakamoto and Kazuaki Kudo",

note = "Funding Information: This work was supported in part by Global COE Program, Chemistry Innovation through Cooperation of Science and Engineering, MEXT, Japan. ",

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AU - Akagawa, Kengo

AU - Yamashita, Takuhiro

AU - Sakamoto, Seiji

AU - Kudo, Kazuaki

N1 - Funding Information: This work was supported in part by Global COE Program, Chemistry Innovation through Cooperation of Science and Engineering, MEXT, Japan.

PY - 2009/10/7

Y1 - 2009/10/7

N2 - The asymmetric Friedel-Crafts-type alkylation in aqueous media was realized by the resin-supported N-terminal prolyl peptide catalyst having a polyleucine tether. The hydrophobic polyleucine chain in the peptide catalyst was essential for the reaction efficiency and enantioselectivity. The resin-bound peptide catalyst could be reused at least for five times.

AB - The asymmetric Friedel-Crafts-type alkylation in aqueous media was realized by the resin-supported N-terminal prolyl peptide catalyst having a polyleucine tether. The hydrophobic polyleucine chain in the peptide catalyst was essential for the reaction efficiency and enantioselectivity. The resin-bound peptide catalyst could be reused at least for five times.

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Friedel-Crafts-type alkylation in aqueous media using resin-supported peptide catalyst having polyleucine

Abstract

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