Divergent synthesis of oxacyclophenylpropanoids from biomass-derived eugenol

被引：2
|
作者：
Li, Guohui [1 ]
Zhang, Qingqing [1 ]
Zhuang, Wenhao [1 ]
Cheng, Xi [1 ]
Jiang, Tao-Shan [1 ]
Cai, Yongping [1 ]
机构：
[1] Anhui Agr Univ, Sch Life Sci, Hefei 230036, Anhui, Peoples R China
来源：
TETRAHEDRON LETTERS | 2019年 / 60卷 / 22期
基金：
中国国家自然科学基金;
关键词：
Phenylpropanoids; DDQ; Palladium-catalyzed cyclization; RCM; RING-CLOSING METATHESIS; OXIDATIVE CYCLIZATION; COUMARIN DERIVATIVES; LIGNIN; BIOSYNTHESIS; CONSTITUENTS; EVOLUTION; ACCESS; TEA;
D O I：
10.1016/j.tetlet.2019.04.057
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A divergent synthesis of new oxacyclophenylpropanoids from the readily available and biomass-derived starting material eugenol is reported. The synthetic routes feature two important steps, including (i) DDQ-mediated selective oxidation of an allyl group and subsequent Claisen-rearrangement for the formation of key intermediates 1 and 11, and (ii) five-membered or six-membered ring formation via either palladium-catalyzed cyclization or ring-closing metathesis (RCM) strategies. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1501 / 1504
页数：4
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