Mechanochemical synthesis of N-tert-butanesulfinyl imines under metal-free conditions
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron"
DOI: 10.1016/j.tet.2017.11.028
Abstract: A simple and convenient mechanochemical method for the condensation of aldehydes with tert-butanesulfinamide using catalytic amounts of iodine under metal- and solvent-free conditions is described. read more here.
Keywords: free conditions; imines metal; butanesulfinyl imines; mechanochemical synthesis ... See more keywords
Construction of Acyclic Quaternary Stereocenters via Mannich-Type Addition of α,α-Disubstituted N-tert-Butanesulfinyl Ketimines to Isatin-Derived Ketimines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00888
Abstract: A Mannich reaction of deprotonated, highly enantioenriched α,α-disubstituted N-tert-butanesulfinyl ketimines with isatin-derived ketimines was developed to prepare 3-amino-3-substituted oxindoles bearing an acyclic quaternary stereogenic carbon substituted with two sterically similar groups. The excellent stereocontrol of… read more here.
Keywords: butanesulfinyl ketimines; ketimines isatin; disubstituted tert; tert butanesulfinyl ... See more keywords
Stereocontrolled α-Allylation of α-Branched N-tert-Butanesulfinyl Ketimines via a Michael-Wittig Cascade for the Construction of Acyclic Quaternary Stereocenters.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03801
Abstract: A single-flask cascade of Michael addition and Wittig olefination was developed to allow the stereoselective α-allylic alkylation of α-branched N-tert-butanesulfinyl ketimines for the construction of acyclic quaternary stereocenters bearing two sterically and electronically similar substituents.… read more here.
Keywords: tert butanesulfinyl; construction acyclic; butanesulfinyl ketimines; acyclic quaternary ... See more keywords
Selective palladium(ii)-mediated oxidation of homoallylic N-tert-butanesulfinyl amine derivatives.
Sign Up to like & getrecommendations! Published in 2017 at "Chemical communications"
DOI: 10.1039/c7cc00826k
Abstract: The palladium(ii)-catalyzed oxidation of homoallylic amine derivatives resulting from the allylation of N-tert-butanesulfinyl imines with allyl bromide led to the formation of the corresponding terminal allylic acetates in a regioselective fashion in moderate yields. In… read more here.
Keywords: amine derivatives; oxidation; oxidation homoallylic; tert butanesulfinyl ... See more keywords
Stereoselective Synthesis of δ- and ε-Amino Ketone Derivatives from N-tert-Butanesulfinyl Aldimines and Functionalized Organolithium Compounds
Sign Up to like & getrecommendations! Published in 2021 at "Molecules"
DOI: 10.3390/molecules26216503
Abstract: The addition of functionalized organolithium compounds derived from 5-chloro-2-methoxy-1-pentene and 6-chloro-2-methoxy-1-hexene to N-tert-butanesulfinyl aldimines imines, and a subsequent hydrolysis of the enol ether moiety, yielded different δ- and ε-amino ketone derivatives, respectively, in moderate yields… read more here.
Keywords: ketone derivatives; amino ketone; tert butanesulfinyl; butanesulfinyl aldimines ... See more keywords