首页> 外文期刊>Chemistry: A European journal >Cascade Mn-Mediated gamma-Alkylation/oxa-Michael Addition of Enones with 1,3-Dicarbonyls
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Cascade Mn-Mediated gamma-Alkylation/oxa-Michael Addition of Enones with 1,3-Dicarbonyls

机译:Mn与1,3-二羰基酮的级联Mn介导的γ-烷基化/ oxa-Michael加成

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摘要

A radical-based strategy for regioselective -C-C bond formation/oxa-conjugate addition, forming the tetrahydrobenzofuran core common to many bioactive natural products is described. The technique utilizes readily available enone derivatives and 1,3-dicarbonyl compounds as coupling partners in an oxidative formal [3+2] cycloaddition mediated by Mn-III. The transformation delivers polycyclic products in good yields and proceeds with complete regiocontrol and excellent stereoselectivity. Sterically encumbered substrates are notably well-tolerated and bond formation occurs readily to form neopentyl and all-carbon quaternary centers in good yields. Several stereo- and chemoselective transformations of the products are described.
机译:描述了基于自由基的区域选择性-C-C键形成/氧杂-共轭加成的策略,形成了许多生物活性天然产物共有的四氢苯并呋喃核。该技术利用容易得到的烯酮衍生物和1,3-二羰基化合物作为由Mn-III介导的氧化形式[3 + 2]环加成反应中的偶联伙伴。该转化可提供高收率的多环产物,并具有完整的区域控制和出色的立体选择性。立体阻碍的底物具有良好的耐受性,并且容易形成键,从而以高收率形成新戊基和全碳季中心。描述了产物的几种立体和化学选择性转化。

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