Asymmetric Bromoaminocyclization and Desymmetrization of Cyclohexa-1,4-dienes through Anion Phase-Transfer Catalysis

Autor:	Yin-Long Li, Bing-Qian Zhang, Xiao-Ying Zhang, Ling He, Wen-Ying Xiao, Jun Deng, Hai-Jiao Long
Rok vydání:	2021
Předmět:	Chemistry Phase (matter) Organic Chemistry Mesembrane Enantioselective synthesis Total synthesis Physical and Theoretical Chemistry Biochemistry Combinatorial chemistry Desymmetrization Stereocenter Catalysis Ion
Zdroj:	Organic Letters. 23:8153-8157
ISSN:	1523-7052 1523-7060
Popis:	The catalytic enantioselective desymmetrizing bromoaminocyclization of prochiral cyclohexa-1,4-dienes has been achieved by using chiral anion phase-transfer catalysis, providing a range of enantioenriched cis-3a-arylhydroindoles bearing an all-carbon quaternary stereocenter in good yields (up to 78%) and excellent enantioselectivities (up to 97% ee). Furthermore, the potential application of this methodology to natural product total synthesis was demonstrated by the asymmetric synthesis of (+)-Mesembrane.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4ae7f3a98218374bc7d65e26717ea7ad https://doi.org/10.1021/acs.orglett.1c02817 Zobrazit plný text záznamu