2-(Phosphinoaryl)pyridine Ligand (2): Asymmetric Allylic Alkylation of 2-Cycloalkenyl Carboxylate

Katsuji Ito; Risa Kashiwagi; Sakiko Hayashi; Tatsuya Uchida; Tsutomu Katsuki

doi:10.1055/s-2001-10794

Synlett 2001; 2001(2): 0284-0286
DOI: 10.1055/s-2001-10794

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2-(Phosphinoaryl)pyridine Ligand (2): Asymmetric Allylic Alkylation of 2-Cycloalkenyl Carboxylate

Katsuji Ito^* , Risa Kashiwagi, Sakiko Hayashi, Tatsuya Uchida, Tsutomu Katsuki

^*Department of Chemistry, Fukuoka University of Education, Akama, Munakata, Fukuoka 811-4192, Japan; Fax +81-92-642-2607; E-mail: itokat§fukuoka-edu.ac.jp

Abstract

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Palladium complex of 2-(phosphinoaryl)pyridine 1b, which is an effective catalyst for asymmetric allylic alkylation (denoted as AAA) of acyclic alkenyl carboxylate, was also found to be a highly effective catalyst for AAA of cyclic alkenyl carboxylate: high enantioselectivities of 87% ee and 94% ee were achieved in the reactions of 2-cyclohexenyl and 2-cycloheptenyl pivalates, respectively.

asymmetric allylic alkylation - asymmetric catalysis - palladium - chiral P-N ligand

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