Correction to “Nucleophilic Substitution at Quaternary Carbon Stereocenters”

Catalytic Enantioselective Construction of All-Carbon Quaternary Stereocenters Catalytic Enantioselective Construction of All-Carbon Quaternary Stereocenters

SYNTHESIS 2006, No. 3, pp 0369–0396xx.xx.2006 Advanced online publication: 13.01.2006 DOI: 10.1055/s-2006-926302; Art ID: E14205SS © Georg Thieme Verlag Stuttgart · New York Abstract: Catalytic enantioselective construction of all-carbon quaternary stereocenters, i.e. carbon atoms bearing four different carbon substituents, poses a particular challenge in organic synthesis. This review gives a ...

Stereospecific Cross Couplings To Set Benzylic, All-Carbon Quaternary Stereocenters in High Enantiopurity

Asymmetric preparation of all-carbon quaternary stereocenters is an important goal. Despite advances in formation of highly enantioenriched products with quaternary stereocenters proximal to a functional group, methods to install quaternary stereocenters isolated from functional groups are limited. Transition metal catalysis offers a potential solution, but prior cross couplings are limited to ...

Nucleophilic Substitution and Elimination

What does the term "nucleophilic substitution" imply? • A nucleophile is an the electron rich species that will react with an electron poor species • A substitution implies that one group replaces another. Nucleophilic substitution reactions occur when an electron rich species, the nucleophile, reacts at an electrophilic saturated C atom attached to an electronegative group (important), the lea...

Modern Nucleophilic Aromatic Substitution

Facile nucleophilic substitution at the C3a tertiary carbon of the 3a-bromohexahydropyrrolo[2,3-b]indole scaffold.

The synthesis of 3a-substituted hexahydropyrrolo[2,3-b]indole derivatives via nucleophilic substitution at the C3a position is reported. Nitrogen-, oxygen-, sulfur-, fluoro- and carbon-based nucleophiles have been employed, using both conventional organic solvents and ionic liquids. The C3a-substituted derivatives were obtained in good to excellent yields.