Synthesis of optically active trifluoromethylated indolizidine derivatives via stereoselective radical cyclization |
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| Authors: | Okano Takashi Fumoto Masataka Kusukawa Takahiro Fujita Makoto |
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| Affiliation: | Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan. okano@apchem.nagoya-u.ac.jp |
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| Abstract: | [reaction: see text]. Asymmetric Michael reaction of lithiated trifluoroacetone SAMP-hydrazone with alkylidenemalonates gave addition products stereoselectively. Hydrolyzed enantiomerically pure ketoacids were cyclized to dihydropyridinones. N-Iodopropylation followed by radical cyclization gave optically active trifluoromethylated indolizidinones stereoselectively. |
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