引用本文:
刘长辉, 文瑞明, 肖稳定, 顾浩, 杨彬. (±)-脱落酸的合成[J]. 应用化学,
2009, 26(11): 1297-1300.
Citation: LIU Chang-Hui, WEN Rui-Ming, XIAO Wen-Ding, GU Hao, YANG Bin. Synthesis of (±)-Abscisic Acid[J]. Chinese Journal of Applied Chemistry, 2009, 26(11): 1297-1300.
Citation: LIU Chang-Hui, WEN Rui-Ming, XIAO Wen-Ding, GU Hao, YANG Bin. Synthesis of (±)-Abscisic Acid[J]. Chinese Journal of Applied Chemistry, 2009, 26(11): 1297-1300.
(±)-脱落酸的合成
摘要:
以β-紫罗兰酮为起始原料,用间氯过氧苯甲酸代替铬氧化剂氧化环氧化、开环、乙酰丙酮钴催化氧气烯丙位氧化、Wittig反应、碱性水解5步反应,以39%的总收率合成了植物激素3-甲基-5-(1-羟基-4-氧代-2,6,6-三甲基-2-环己烯基)-2,4-戊二烯酸(脱落酸),用IR、1H NMR、MS及元素分析等测试技术表征了产物的结构。
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关键词:
- β-紫罗兰酮
- / 羟基氧代-α-紫罗兰酮
- / 脱落酸
- / 烯丙位氧化
- / Wittig反应
English
Synthesis of (±)-Abscisic Acid
Abstract:
With β-ionone as the starting material,the plant hormon abscisic acid,3-methyl-5-(1-hydroxy-4-oxo-2,6,6-trimethyl-2-cyclohexene-1-yl)-2,4-pentadienoicacid,was synthesized via epoxidation by oxidant metachloroperbenzoic acid instead of chromium oxidant,ring-opening,allylic oxidation with oxygen catalyzed by Co(acac)2,Wittig rection and basic hydrolysis in a total yield of 39%.The structures were characterized by IR,1H NMR,MS and elemental analysis.
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Key words:
- β-ionone
- / hydroxyoxo-α-ionone
- / abscisic acid
- / allylic oxidation
- / Wittig reaction
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