SmCpR2-mediated cross-coupling of allyl and propargyl ethers with ketoesters and a telescoped approach to complex cycloheptanols.

SmCpR2-mediated cross-coupling of allyl and propargyl ethers with ketoesters and a telescoped approach to complex cycloheptanols.
复制标题

SmCpR2 介导的烯丙基醚和炔丙基醚与酮酯的交叉偶联以及复杂环庚醇的伸缩方法。

DOI:
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发表时间:
2016
影响因子:
4.9
通讯作者:
D. Procter
D. Procter
中科院分区:
化学2区
文献类型:
--
作者:
Mateusz P. Plesniak;Xavier Just‐Baringo;F. Ortu;D. P. Mills;D. Procter

文献摘要

被引文献

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烯丙基/炔丙基醚和δ-酮酯在SmCpR2试剂的介导下进行高度区域和非对映选择性的交叉偶联,产生修饰的δ-内酯。在某些情况下,通过筛选Sm(II)上的Cp配体来实现高区域和非对映控制。至关重要的是,SmI2在转化中的结果并不令人满意。这一方法已被用于合成复杂的环庚醇,其中两种Sm(II)试剂依次作用于简单的起始材料。
A highly regio- and diastereoselective cross-coupling of allyl/propargyl ethers and δ-ketoesters, mediated by SmCpR2 reagents, delivers decorated δ-lactones. Screening of the Cp ligands on Sm(ii) was employed to achieve high regio and diastereocontrol in some cases. Crucially, SmI2 gave unsatisfactory results in the transformation. The process has been exploited in a telescoped approach to complex cycloheptanols in which two Sm(ii) reagents act in turn on the simple starting materials.