Invention Grant
- Patent Title: Using stereoretention for the stereoselective formation of e-macrocycles with Ru-based olefin metathesis catalysts
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Application No.: US16770153Application Date: 2018-12-04
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Publication No.: US11407726B2Publication Date: 2022-08-09
- Inventor: Tonia S. Ahmed , T. Patrick Montgomery , Robert H. Grubbs
- Applicant: California Institute of Technology
- Applicant Address: US CA Pasadena
- Assignee: California Institute of Technology
- Current Assignee: California Institute of Technology
- Current Assignee Address: US CA Pasadena
- Agency: Faegre Drinker Biddle & Reath LLP
- International Application: PCT/US2018/063780 WO 20181204
- International Announcement: WO2019/113019 WO 20190613
- Main IPC: C07D313/00
- IPC: C07D313/00 ; B01J31/22

Abstract:
This invention relates generally to the synthesis of E-macrocycles using stereoretentive ruthenium olefin metathesis catalysts supported by dithioiate ligands. Macrocycles were generated with excellent selectivity (>99% E) and in moderate to high/good yields (47% to 80% yield; 58% to 80% yield) from diene starting materials bearing two E-olefins or bearing one E-olefin and one terminal olefin, A variety of rings were constructed, ranging from 12- to 18-membered macrocycles, including the antibiotic recifeiolide. The invention has utility in the fields of organometallics and organic synthesis.
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