Bonding Considerations: Carbon vs Silicon Chem 206 Bonding Considerations: Carbon vs Silicon

The product-determining step could be step A NabH3CN Rc R Meo Me Matthew d shair

Classification of Functional Groups Each substituent attached to carbon activates that carbon toward a polar reaction by either resonance or induction or both. Induction

Theory & Modeling of Stereoselective Organic Reactions (Handout) Epoxidation & Directed Epoxidation Hydrogenation Hydride Reduction

Stereoelectronic Effects-1 Anomeric and Related Effects Electrophilic & Nucleophilic Substitution Reactions The SN2 Reaction: Stereoelectronic Effects Olefin Epoxidation: Stereoelectronic Effects Baeyer-Villiger Reaction: Stereoelectronic Effects Olefin Bromination: Stereoelectronic Effects

Allylic 1-3-Strain as a Controlling Element in Stereoselective Transformations TSO(2C)4 R. W. Hoffmann, Angew. Chem. Int. Ed. Engl. 2000, 39, 2054-2070 CH2)lOTs Conformation Design of Open-Chain Compounds

Acyclic Conformational Analysis-1 Ethane, Propane, Butane & Pentane Conformations Introduction to Allylic Strain Reading Assignment for week

Beak, P. (1992). “Determinations of transition-state geometries by the endocyclic restriction test: mechanisms of substitution at nonstereogenic atoms.” Acc. Chem. Res. 25: 215. The Primary Literature

Dart Epoxides as Electrophiles Chem 206 Parker, R. E.; Isaacs, N. C. Chem. Rev. 1959, 59, 737-799. Rosowsky, A. In The Chemistry of Heterocyclic Compounds;

Prelog Strain: van der Waals interactions Baeyer Strain: bond angle distortion away from the ideal Pitzer Strain: torsional rotation about a sigma bond Baeyer Strain for selected ring sizes size of ring Ht of Combustion