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Remarkable effects of titanium tetrachloride in diastereoselective aza Diels-Alder cycloaddition: synthesis of (S)-piperazic acid |
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| Authors: | Kazuishi Makino Makiko Terasawa Yasumasa Hamada |
| Institution: | a Graduate School of Pharmaceutical Sciences, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan b Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tempaku-ku, Nagoya 460-8503, Japan |
| Abstract: | Titanium tetrachloride-mediated aza Diels-Alder cycloaddition using a chiral diene and an aza dienophile proceeds in highly diastereoselective manner to form a dehydropiperazic acid derivative in high yield, and diastereoselectivity of the reaction depends on the quantity of titanium tetrachloride. |
| Keywords: | Piperazic acid Titanium chloride Aza Diels-Alder cycloaddition Chiral diene |
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