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A new synthetic method for the preparation of α,β-didehydroamino acid derivatives by means of a wittig-type reaction. Syntheses of (2S, 4S)- and (2R, 4R)-4-hydroxyprolines Kimura, Rumi Nagano, Tanemasa 20019483 Kinoshita, Hideki Copyright © The Chemical Society of Japan 日本化学会 Ethyl N-Boc- and N-Z-α-tosylglycinates were reacted with a variety of aldehydes in the presence of tributylphosphine and a base to afford the corresponding α,β-didehydroamino acid derivatives with high (Z)-selectivity in good yields. Moreover, ethyl (4S)- and (4R)-2-(N-Boc-amino)-4,5-isopropylidenedioxy-2-pentenoates prepared by the present method were converted to (2S, 4S)- and (2R, 4R)-4-hydroxyprolines, respectively. The Chemical Society of Japan = 日本化学会 2002-01-01 2017-10-03 eng journal article VoR http://hdl.handle.net/2297/38276 https://kanazawa-u.repo.nii.ac.jp/records/10738 10.1246/bcsj.75.2517 https://www.jstage.jst.go.jp/browse/bcsj http://www.chemistry.or.jp/ AA00580132 0009-2673 Bulletin of the Chemical Society of Japan 75 11 2517 2525 https://kanazawa-u.repo.nii.ac.jp/record/10738/files/SC-PR-KIOSHITA-H-2517.pdf application/pdf 487.5 kB 2017-10-03