Retention of regiochemistry and chirality in the ruthenium catalyzed allylic alkylation of disubstituted allylic esters |
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Authors: | Kawatsura Motoi Sato Michinobu Tsuji Hiroaki Ata Fumio Itoh Toshiyuki |
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Institution: | Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, Koyama, Tottori 680-8552 Japan. kawatsur@chem.tottori-u.ac.jp |
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Abstract: | The regiospecific nucleophilic substitution during the ruthenium catalyzed allylic alkylation of 1,3-unsymmetrical disubstituted allylic esters was demonstrated. The nucleophile was selectively introduced at the position originally substituted with leaving group in the 2-DPPBA or ip-pybox ligated RuCl(2)(p-cymene)](2) catalyzed allylic alkylation of 1,3-unsymmetrical disubstituted allylic esters. The chirality of the optically active allylic esters was also transferred to the alkylated products. |
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