1398383-12-4Relevant articles and documents
Copper-Catalyzed Asymmetric Synthesis of Borylated cis-Disubstituted Indolines
Li, DingXi,Kim, Jiwon,Yang, Jung Woon,Yun, Jaesook
, p. 2365 - 2368 (2018)
A copper-catalyzed, intramolecular borylative cyclization of vinyl arenes with imines is reported, which affords enantio-enriched indolines as a single diastereomer under mild conditions. A benzylcopper species is generated by Cu-Bpin addition to the alkene, which then acts as a nucleophile for intramolecular imine addition. The reaction is applicable to various vinyl arenes with an imine moiety at the ortho-position, including heterocycles, for formation of borylated indolines in good yields and ee values up to 90 %.
Stereoselective synthesis of 2,3-disubstituted indoline diastereoisomers by chemoenzymatic processes
Lopez-Iglesias, Maria,Busto, Eduardo,Gotor, Vicente,Gotor-Fernandez, Vicente
, p. 8049 - 8055,7 (2020/10/15)
Racemic indolines including a variety of structural motifs such as C-2 and C-3 substitutions (alkyl or aryl), cis/trans relative stereochemistry and functionalization of the aromatic ring (fluoro, methyl or methoxy groups) have been efficiently prepared through Fischer indolization and subsequent diastereoselective reduction of the unprotected indoles. Combination of Candida antarctica lipase type A and allyl 3-methoxyphenyl carbonate has been identified as the best tandem for their kinetic resolutions, observing excellent stereodiscriminations for most of the tested indolines.
