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Stereo controlled synthesis of (E,Z)-dienals via tandem Rh(I) catalyzed propargyl claisen rearrangement

机译：通过串联Rh（I）催化的炔丙基克莱森重排的立体控制（E，Z）缩醛的合成

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摘要

A novel Rh(I)-catalyzed approach to synthesizing functionalized (E,Z) dienal compounds has been developed via tandem transformation where a stereoselective hydrogen transfer follows a propargyl Claisen rearrangement. Z-Stereochemistry of the first double bond suggests the involvement of a six-membered cyclic intermediate whereas the E-stereochemistry of the second double bond stems from the subsequent protodemetallation step giving an (E,Z)-dienal. The reaction may be represented by the following sequence.; embedded image

机译：通过串联转化开发了新颖的Rh（I）催化方法，以合成官能化的（E，Z）二烯化合物，其中立体选择性氢转移遵循炔丙基克莱森重排。第一个双键的Z-立体化学表明有一个六元环状中间体参与其中，而第二个双键的E-立体化学则来自随后的原金属脱金属步骤，产生（E，Z）-二烯键。该反应可以由以下顺序表示。 “嵌入式图像”

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公开/公告号US9758499B2

专利类型
公开/公告日2017-09-12

原文格式PDF
申请/专利权人 THE FLORIDA STATE UNIVERSITY RESEARCH FOUNDATION INC.;
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申请/专利号US201715398094
发明设计人 IGOR ALABUGIN;DINESH V. VIDHANI;MARIE E. KRAFFT;
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申请日2017-01-04
分类号C07D307/46;C07C41/08;C07C45/51;C07C253/30;C07D307/42;
国家 US
入库时间 2022-08-21 13:48:56

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