D.A. Evans Conformational Analysis: Part-4 Chem 206 Other Reading Material http://www.courses.fasharvardedu/-chem206/ The Curtin-Hammett Principle Chemistry 206 J I. Seeman, J. Chem. Ed. 1986, 63, 42-48 Advanced Organic Chemistry J 1. Seeman Chem Rev. 1983. 83. 83-134 Leading References Eiel,p.647-655 Lecture Number 7 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. The Transition State torsional effects diastereoselection is 99: 1 Curtin-Hammett Principle mCPBA a Reading Assignment for week Eliel& Wilen, Stereochemistry of Carbon Compounds Chapter 11 (on reserve in CCB library Martinelli et al. Tett. Lett. 1989. 30. 3935 A. Carey Sundberg: Part A; Chapter 4 Study Descrption of Reaction Mechanisms Rationalizethe stereochemical outcome of this reaction K.Houk, Science.1986,231,1108-1117 Theory& Modeling of Stereoselective Organic Reactions(Handout) I COmE LiNE eo、coMe J I Seeman, chem Ed. 1986. 63. 42-48 The Curtin-Hammett Principle( Handout Matthew d shair October 2. 2002 Ladner, et al. Angew. Chemie, Int. Ed 1982, 21, 449-450http://www.courses.fas.harvard.edu/~chem206/ J. I. Seeman, J. Chem. Ed. 1986, 63, 42-48 The Curtin-Hammett Principle (Handout) O Me O Me Me CO2Me N Ph O H LiNR2 Me-I N Ph O O H O Me O Me Me CO2Me Me D. A. Evans Chem 206 Matthew D. Shair Wednesday, October 2, 2002 ■ Reading Assignment for week A. Carey & Sundberg: Part A; Chapter 4 "Study & Descrption of Reaction Mechanisms" Conformational Analysis: Part–4 Chemistry 206 Advanced Organic Chemistry Lecture Number 7 Conformational Analysis-4 ■ Problems of the Day: (To be discussed) K. Houk, Science. 1986, 231, 1108-1117 Theory & Modeling of Stereoselective Organic Reactions (Handout) ■ Conformational Analysis of C6 ® C8 Rings continued ■ Transition State Torsional Effects ■ Curtin–Hammett Principle Leading References: The Curtin-Hammett Principle J. I. Seeman, J. Chem. Ed. 1986, 63, 42-48. J. I. Seeman, Chem Rev. 1983, 83, 83-134. Eliel, pp. 647-655 Carey & Sundberg,Part A, CH 4, pp 187-250 ■ Other Reading Material mCPBA Martinelli, et.al. Tett. Lett. 1989, 30, 3935 Predict the stereochemical outcome of this reaction. The diastereoselection is 99:1 Rationalizethe stereochemical outcome of this reaction. Ladner, et.al. Angew. Chemie, Int. Ed 1982, 21, 449-450 Eliel & Wilen, Stereochemistry of Carbon Compounds" Chapter 11 (on reserve in CCB library) diastereoselection is 8:1