Asymmetric synthesis of tetrahydroquinolin-3-ols via CoCl2-catalyzed reductive cyclization of nitro cyclic sulfites with NaBH4

TitleAsymmetric synthesis of tetrahydroquinolin-3-ols via CoCl2-catalyzed reductive cyclization of nitro cyclic sulfites with NaBH4
Publication TypeJournal Article
Year of Publication2009
AuthorsJagdale, AR, R. Reddy, S, Sudalai, A
JournalOrganic Letters
Volume11
Issue4
Pagination803-806
Date PublishedFEB
ISSN1523-7060
Abstract

A new method for the construction of chiral 3-substituted tetrahydroquinoline derivatives based on asymmetric dihydroxylation and CoCl2-catalyzed reductive, cyclization of nitro cyclic sulfites with NaBH4 has been described with high optical purities. This method has been successfully applied in the formal synthesis of PNU 95666E and anachelin H chromophore.

DOI10.1021/ol8028109
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)5.250
Divison category: 
Chemical Engineering & Process Development