Question

In a synthesis of the naturally occurring marine ether laurenyne, treatment of the diol 1 with two equivalents of PCC oxidant (-CH_2OH rightarrow -CHO) affords the cyclic ether 2. Which atoms in staring material 1 correspond to the indicated atoms in product 2?

Please explain

Answer 1

In a synthesis of the naturally occurring marine ether laurenyne, treatment of the diol 1 with two equivalents of PCC oxidant (-CH2OH-CHO) affords the cyclic ether 2. RoSiO R2SiO^4 5 CHO 3 2 x oxidant 8 3 Ro 92% 9 7 он RO Which atoms in starting material 1 correspond to the indicated ato O b Atoms in 2: Select one: 2 alcohols are oxidized aldehydes. Among 2 aldehyes, one aldehyde lies as CHO (Atom A). Another aldehyde forms enol and attacking double bond atom 8. From this atom 8 is C. Hence we can reject option d & e. Aldehyde forms from carbon 6 converts to enol and attacking the double bond from down the plane. In resuting product ether comes above the plane. Hence Answer should br option B