Pd(II)/Norbornene-Catalyzed Meta-C-H Alkylation of Nosyl-Protected Phenylalanines

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2018 Oct 10

PMID 30298735

Citations 6

Authors

Jieyu Liu

Qiuping Ding

Wenjun Fang

Wanhui Wu

YuanGuang Zhang

Yiyuan Peng

Affiliations

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Abstract

A Pd/norbornene-catalyzed direct meta-alkylation of nosyl-protected phenylalanine derivatives with alkyl iodides is reported in moderate to good yields. The use of diisopropyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate is identified as a more suitable transient mediator. A simple pyridine ligand is also essential for this reaction to proceed. No racemization was observed in this meta-methylation reaction.

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