Stereoselective Intramolecular Aminocarbonylation of 3-Hydroxypent-4-enylamides Catalyzed by Palladium |
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| Authors: | Yoshinao Tamaru Takuji Kobayashi Shin-ichi Kawamura Hirofumi Ochiai Zen-ichi Yoshida |
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| Affiliation: | Department of Synthetic Chemistry, Kyoto University, Yoshida, Kyoto 606, Japan |
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| Abstract: | The urethanes and tosamides of 3-Hydroxypent-4-enylamine and its C1 C4 substituted derivatives undergo the palladium catalyzed intramolecular aminocarbonylation (0.1 equiv of PdCl2, 3.0 equiv of CuCl2, 3.0 equiv of NaOAc in acetic acid under ca. 1 atm of CO) to give selectively cis 3-hydroxypyrrolidine 2-acetic acid lactone and its C2 C5 substituted derivatives in good yields (66 – 90%), respectively. |
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