Chem 634 Exam 1 Fa11 2006 1 Your Name Show the products of the following transformations Mechanistic details are not required but be sure to indicate relative stereochemistry where necessary four parts I points each Y a k 1 LDA 78 C b 2 Mel MeMgBr then H30 CI H b rc Chem 634 Exam 1 Fa11 2006 1 continued Your Name h Y Chem 634 Exam 1 Fa11 2006 Your Name 2 The reactions below would not proceed as indicated Provide a brief but detailed explanation and indicate the structure of the product s that would be formed instead of or in addition to the product that is drawn points each A Y Chem 634 Exam 1 Fa11 2006 2 Your Name continued d EtO 1 equiv 1 NaOEt E 1 equiv 2 H30 A E w Y Chem 634 Exam 1 Fa11 2006 3 Propose a reasonable mechanism Your Name 1 p 5 Your Name Chem 634 Exam 1 Fa11 2006 10 4a Propose a mechanism for formation of B mpoints 0 0 b p r CI2MeSiH cat Rh l A 0 1 A 2 H30 HO Pr 6 C 4b Propose a structure for intermediate A Be sure to indicate the double bond geometry E or Z and provide a rationale for the stereochemical assignment Y points 9 Chem 634 Exam 1 Fa11 2006 Your Name 6 Propose a multistep synthesis starting with any materials that contain 6 carbons or less Reagents that contain more than 6 carbons but do not get incorporated into the product e g PPh3 may also be used 2 F
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