Pd-catalyzed asymmetric allylic amination of Morita-Baylis-Hillman adduct derivatives using chiral diaminophosphine oxides: DIAPHOXs |
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Authors: | Nemoto Tetsuhiro Fukuyama Takashi Yamamoto Eri Tamura Shinji Fukuda Tomoaki Matsumoto Takayoshi Akimoto Yuichi Hamada Yasumasa |
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Affiliation: | Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 263-8522, Japan. |
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Abstract: | ![]() [reaction: see text] Asymmetric allylic amination of allylic carbonates prepared from racemic Morita-Baylis-Hillman adducts proceeded in the presence of Pd catalyst, chiral diaminophosphine oxide (DIAPHOX), and BSA, affording the corresponding chiral aza-Morita-Baylis-Hillman adduct derivatives in excellent yield with up to 99% ee. The cyclic reaction products could be converted into various synthetically useful compounds such as chiral cyclic beta-amino acids. |
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