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Scientific Article
unige:29563 
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Enantioselective Organocatalytic Fluorination-Induced Wagner-Meerwein Rearrangement |
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| Published in | Angewandte Chemie: International Edition. 2013, vol. 52, no. 35, p. 9266-9270 | |
| Abstract | Cracked under strain: Strained allylic cyclobutanols and cyclopropanols readily undergo a ring expansion described by the title rearrangement. This reaction is promoted by catalytic amounts of 1 and displays high tolerance with respect to the substrate scope. The corresponding β-fluoro spiroketone products are isolated in high yields and with excellent stereoselectivities. EDG=electron-donating group, EWG=electron-withdrawing group. | |
| Keywords | Anions — Fluorine — Organocatalysis — Rearrangement — Synthetic methods | |
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| Citation (ISO format) | ROMANOV MICHAILIDIS, Fedor, GUENEE, Laure, ALEXAKIS, Alexandre. Enantioselective Organocatalytic Fluorination-Induced Wagner-Meerwein Rearrangement. In: Angewandte Chemie: International Edition, 2013, vol. 52, n° 35, p. 9266-9270. doi: 10.1002/anie.201303527 https://archive-ouverte.unige.ch/unige:29563 |
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