Question

What is the major product of the reaction scheme shown below? you think there is no reaction then draw the starting material. (No need to use wedges and hashes to show stereochemistry) CH,COZH ?

Answer 1

CH₂CO₃ H Baryer Villeger reaction Oxidation The more substituted carbon migrates füist O Product 6 member ring to 7 membered ring ring changes

--- Ph₃P CH₂ ? + Ph₂ PO H - YO + =랜 Co) 180 ㅎ 2. ㄶ HC 3 H-CH - PPh 3 Bone CHPPh 3 cyclic Transition state

① CH₂ Ph3PCHz H + Ph₂po I

Br Y 2 1) Mg/THE 2) CO2 3) H₂ot Br 1) Mg|THE MgBr! CO2 COOH YOOH H₂ot Br CODH 1) MgITHF 2) CO2 3) H₂ot