Journal
ORGANIC LETTERS
Volume 20, Issue 14, Pages 4227-4230Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01627
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Funding
- National Natural Science Foundation of China [21702135, 21290180]
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A new and modular electrophilic trifluorome-thylthiolation/semipinacol rearrangement of allylic silyl ethers has been developed under mild conditions. This approach allows the formation of a number of beta-SCF3 carbonyl compounds with a cyclic and all-carbon quaternary center framework in moderate to good yields. It should be noted that this achievement is a metal-free process and just requires the use of simple acetyl chloride as an acidic promoter. Additionally, an interesting H-migration in competition with aryl-migration process was revealed.
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