β-Phenylselenoalanine as a dehydroalanine precursor–efficient synthesis of alternariolide (AM-toxin I)

K Hashimoto, M Sakai, T Okuno…

文献索引：Hashimoto, Kimiko; Sakai, Mitsuru; Okuno, Toshikatsu; Shirahama, Haruhisa Chemical Communications, 1996 , # 10 p. 1139 - 1140

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被引用次数: 26

摘要

0.89 mol dm-3 HCI / AcOEt 77% H2 / 10% Pd / C 99% Boc OH 7 H--OBu' HCI 8 DCC, HOBT, NMM 99% Boc ... OBu' 9 OBut HCI 10 0.89 mol dm-3 HCI / AcOEt 85% H EDC, HOBT 94% SePh SePh SePh ... OBut 11 1) TFA 2) 3 mol dm-3 HCI 96% OH HCI 12 FDPP, Pr$Et 94% / ... Alternariolide (AM-toxin) is synthesized in 44% overall yield from ~-2-amino-5-(4-methoxyphenyl)pentanoic ... DP-phenylselenoalanine is used as the dehydroalanine precursor.