Chapter 23, Problem 62IP

Interpretation Introduction

Interpretation:

The synthesis of compound 1 has to be shown from alkenes 2 and 3.

Concept Introduction:

Simmons–Smith reaction: It involves reaction of alkenes with organozinc reagent namely ${\text{ICH}}_{\text{2}}\text{ZnI}$ which results in formation of three–membered ring in product.  This is a concerted reaction in which the configuration of starting alkene is preserved.

Swern oxidation: Primary and secondary alcohols undergoes oxidation reaction using dimethyl sulfoxide, oxalyl chloride and triethyl amine which provides aldehyde and ketones.

Wittig Reaction:

It is an organic reaction where an aldehyde or a ketone gets converted to an alkene by replacing carbonyl group by a $\text{C=C}$ bond.  A phosphorous ylide is used for this conversion.  It is a neutral molecule where a positively charged phosphorous is attached to a negatively charged carbon atom.

  

Grubbs catalyst: This catalyst is used to achieve alkene metathesis.  It contain transition metal namely $\text{Ru}$ which is doubly bonded with carbon atom.

  

Dienes in presence of Grubbs catalyst, alkene metathesis serve as method of ring formation.