カサシマ　ヨシオ   YOSHIO KASASHIMA   笠嶋　義夫    所属   千葉工業大学  創造工学部 教育センター（創造工学部）    職種   教授
言語種別	英語
発行・発表の年月	2025/07/18
形態種別	学術雑誌
査読	査読あり
標題	Stereoinversion in Pd-catalyzed allylic substitution induced by modification of olefinic moiety in chiral phosphine-acrylamide ligands
執筆形態	共著
掲載誌名	Organic & Biomolecular Chemistry
掲載区分	国外
出版社・発行元	The Royal Society of Chemistry
巻・号・頁	23(32),pp.7431-7438
総ページ数	8
著者・共著者	Kohei Watanabe, Yuto Toba, Shimpei Mita, Yusuke Kanda, Toru Yagi, Kento Kanauchi, Manami Kumada, Yasushi Yoshida, Yoshio Kasashima, Ryo Takita, Masami Sakamoto and Takashi Mino
概要	We synthesized a series of phosphine-acrylamide chiral compounds 4 from chiral aminophosphine (S)-5 with various acyl chlorides and demonstrated that they can be used as chiral ligands in the Pd-catalyzed asymmetric allylic substitution reactions of allylic acetate with malonates or indoles. Although the ligands shared the same axial chirality, we found that the substitution pattern of the acrylamide led to an inversion in the stereoselectivity of the product and then investigated the underlying mechanism based on DFT calculations.
DOI	10.1039/D5OB0
ISSN	1477-0539