Synthesis of (+)-laurencin via ring expansion of a C-glycoside derivative

Synthesis of (+)-laurencin via ring expansion of a C-glycoside derivative
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DOI:
10.1016/j.tetlet.2005.08.024
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发表时间:
2005-10-03
影响因子:
1.8
通讯作者:
Suzuki, T
Suzuki, T
中科院分区:
化学4区
文献类型:
--
作者:
Fujiwara, K;Yoshimoto, S;Suzuki, T

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基于起始化合物的恶烷部分经由环裂解/环闭合烯烃复分解过程成八元环醚的环膨胀,在C4处立体选择性引入溴代基团,以及使用锂化烯炔单元的侧链部分的会聚构造,从C-糖苷衍生物有效地合成Laurencin。(c)2005爱思唯尔有限公司保留所有权利。
Laurencin was efficiently synthesized from a C-glycoside derivative based on ring expansion of the oxane part of the starting compound into an eight-membered cyclic ether via a ring-cleavage/ring-closing olefin metathesis process, stereoselective introduction of a brotno group at C4, and convergent construction of the side-chain part using a lithiated enyne unit. (c) 2005 Elsevier Ltd. All rights reserved.