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Literature DB >> 24478184

Radical cyclization/ipso-1,4-aryl migration cascade: asymmetric synthesis of 3,3-difluoro-2-propanoylbicyclo[3.3.0]octanes.

Watcharaporn Thaharn¹, Darunee Soorukram, Chutima Kuhakarn, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr.

Abstract

A novel method for the asymmetric synthesis of 3,3-difluoro-2-propanoylbicyclo-[3.3.0]octanes involves an unprecedented intramolecular radical cyclization/ipso-1,4-aryl migration cascade.

Entities: Chemical

Keywords: cyclization; fluorine; radical reactions; reaction mechanism; synthetic methods

Year: 2014 PMID： 24478184 DOI： 10.1002/anie.201310747

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

3 in total

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Authors: Satavisha Sarkar; Arghya Banerjee; Wang Yao; Eric V Patterson; Ming-Yu Ngai
Journal: ACS Catal Date: 2019-10-17 Impact factor: 13.084

2. Radical Aryl Migration from Boron to Carbon.

Authors: Dinghai Wang; Christian Mück-Lichtenfeld; Constantin G Daniliuc; Armido Studer
Journal: J Am Chem Soc Date: 2021-06-20 Impact factor: 15.419

3. A remote C-C bond cleavage-enabled skeletal reorganization: Access to medium-/large-sized cyclic alkenes.

Authors: Lei Li; Zhong-Liang Li; Qiang-Shuai Gu; Na Wang; Xin-Yuan Liu
Journal: Sci Adv Date: 2017-11-03 Impact factor: 14.136

3 in total