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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 16382 Nagano, Tanemasa 16383 Kinoshita, Hideki 15050 20019483 20019483 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. journal article The Chemical Society of Japan = 日本化学会 2002-01-01 VoR application/pdf Bulletin of the Chemical Society of Japan 11 75 2517 2525 AA00580132 0009-2673 https://kanazawa-u.repo.nii.ac.jp/record/10738/files/SC-PR-KIOSHITA-H-2517.pdf http://hdl.handle.net/2297/38276 https://kanazawa-u.repo.nii.ac.jp/records/10738 eng 10.1246/bcsj.75.2517 https://www.jstage.jst.go.jp/browse/bcsj http://www.chemistry.or.jp/ Copyright © The Chemical Society of Japan 日本化学会