Question

This is Question 4 from chapter 9 of Modern organic Synthesis an introduction. the chapter is titled synthesis of carbocyclic systems.

4. Reactivity. Propose a mechanism for each of the following transformations that explains the observed regioselectivity and stereochemistry. Me 75 °C Me Me CO Me Me O 76% b. Me CF3CO2H Me a. CH3CN 4 A mol. sieves NH2 оме MegSi OMe b. CF3CO2H c. NaCN CN 79% *d CO2Et 2Et CO2Et conditions xylene, heat, 5 h EtAici, 0 °C, 20 min 51% 0% 15% 90% a. TiCI4 CH2C12 -78 to 0PC Cl b. H20 workup Me CHO Me 95%

Answer 1

^{似 莹| 認似.ryt CN C4 TiCl4 thel L1 ci 4 an-louprtn咚.nk. ,}