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γ-Selective directed catalytic asymmetric hydroboration of 1,1-disubstituted alkenes.
Directed catalytic asymmetric hydroborations of 1,1-disubstituted alkenes afford γ-dioxaborato amides and esters in high enantiomeric purity (90-95% ee).
Catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb amides: striking influence of the borane.
Subtle differences in the structure of the borane strongly influence the catalytic efficiency and level of enantioselectivity in the catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb…
Genetic control of IgM responses to (T,G)-A — L
H-2-linked immune response genes can regulate IgM as well as IgG antibody responses, that genetic control of the IgM response to (T,G)-A — L is linked toIg-1, and that bothH- 2-linked andIG-1-linked genes may simultaneously affect an IgM antibody response to the same antigen.
Investigating the Role of the Type VI Secretion System in the Rhizobaterium Azospirillum brasilense
- Sean M. Smith
Amide-directed catalytic asymmetric hydroboration of trisubstituted alkenes.
Simple TADDOL-derived phenyl monophosphite ligands in combination with Rh(nbd)(2)BF(4) afford highly enantioselective catalysts that provide an alternative methodology to prepare Felkin or anti-Felkin acetate-aldol products and related derivatives that are obtainable from the intermediate chiral organoboranes.
Enantioselective desymmetrization via carbonyl-directed catalytic asymmetric hydroboration and Suzuki-Miyaura cross-coupling.
The rhodium-catalyzed enantioselective desymmetrization of symmetric γ,δ-unsaturated amides via carbonyl-directed catalytic asymmetric hydroboration (directed CAHB) affords chiral secondary…
Regioselective 2-Amination of Polychloropyrimidines.
The regioselective amination of substituted di- and trichloropyrimidines affording the 2-substituted products is reported, and the key is the use of 5-trimethylsilyl-2,4-dich chloropyrimidine as a surrogate for the parent dichloro-4-thiomethoxy analogues.
Remarkable levels of enantioswitching in catalytic asymmetric hydroboration.
TADDOL-derived phosphites and phosphoramidites are effective ligands for rhodium-catalyzed asymmetric hydroborations of β,γ-unsaturated amides, but the sense of stereoinduction, R or S, is surprisingly dependent on rather subtle features of the ligand.
Efficient amide-directed catalytic asymmetric hydroboration.
- Sean M. Smith, Nathan C. Thacker, J. M. Takacs
- ChemistryJournal of the American Chemical Society
- 1 March 2008
A series of acyclic beta,gamma-unsaturated amides are shown to undergo highly regio- (>95%) and enantioselective (93-99% ee) rhodium-catalyzed hydroboration with pinacolborane (PinBH) using simple…
Regioselective 2‐Amination of Polychloropyrimidines.