Invention Grant
US09573871B2 Stereo controlled synthesis of (E,Z)-dienals via tandem Rh(I) catalyzed propargyl claisen rearrangement
有权
通过串联Rh(I)催化的炔丙基克莱森重排的立体控制合成(E,Z) - 二烯
- Patent Title: Stereo controlled synthesis of (E,Z)-dienals via tandem Rh(I) catalyzed propargyl claisen rearrangement
- Patent Title (中): 通过串联Rh(I)催化的炔丙基克莱森重排的立体控制合成(E,Z) - 二烯
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Application No.: US14724016Application Date: 2015-05-28
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Publication No.: US09573871B2Publication Date: 2017-02-21
- Inventor: Dinesh V. Vidhani , Marie E. Krafft , Igor Alabugin
- Applicant: The Florida State University Research Foundation, Inc. , Robert A. Holton
- Applicant Address: US FL Tallahassee
- Assignee: The Florida State University Research Foundation, Inc.
- Current Assignee: The Florida State University Research Foundation, Inc.
- Current Assignee Address: US FL Tallahassee
- Agency: Armstrong Teasdale LLP
- Main IPC: C07C41/08
- IPC: C07C41/08 ; C07C45/51 ; C07C253/30 ; C07D307/42 ; C07D307/46

Abstract:
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.
Public/Granted literature
- US20150361019A1 STERO CONTROLLED SYNTHESIS OF (E,Z)-DIENALS VIA TANDEM RH(I) CATALYZED PROPARGYL CLAISEN REARRANGEMENT Public/Granted day:2015-12-17
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