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

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

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

Advanced Organic Chemistry Handout-09A Synthetic Mechanistic Overview of Electrophilic Halogenation andy ratz Evans group seminar, May 7, 1992 Matthew d. shair

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

Smith, K. and A. Pelter (1991). Hydroboration of C=C and Alkynes. Comprehensive Organic Synthesis. B. M. Trost and I. Fleming. Oxford, Pergamon Press. 8: 703. Beletskaya, I. and A. Pelter (1997). “Hydroborations catalysed by transition metal complexes

Carey& Sundberg, Part A, CH 4, pp 187-250 Conformational Analysis-4 a Problems of the Day:(To be discussed) Conformational Analysis of C6 >Cg Rings continued Predict the stereochemical outcome of this reaction

Evans Group Seminar, February 13, 1998 For a recent general review of the Simmons-Smith reaction see: