Ontology highlight
ABSTRACT:
SUBMITTER: Goh SS
PROVIDER: S-EPMC6002767 | biostudies-literature | 2018 Jun
REPOSITORIES: biostudies-literature
Journal of the American Chemical Society 20180531 23
The highly regio- and enantioselective (up to >99:1 dr, up to 99:1 er) desymmetrization of meso-1,4-dibromocycloalk-2-enes using asymmetric allylic substitution with organolithium reagents to afford enantioenriched bromocycloalkenes (ring size of 5 to 7) has been achieved. The cycloheptene products undergo an unusual ring contraction. The synthetic versatility of this Cu(I)-catalyzed reaction is demonstrated by the concise stereocontrolled preparation of cyclic amino alcohols, which are privileg ...[more]