Complete the following multistep syntheses using tosylate formation as one of the steps. The optimum number of steps for each synthesis is shown.
(c)

Complete the following multistep syntheses using tosylate formation as one of the steps. The optimum number of steps for each synthesis is shown.

(a)

Using an appropriate tosylate intermediate, synthesize the following molecules starting from the appropriate alcohol.

(b)

Predict the product of the following sulfonylation reactions.

(d)

Predict the product of the following sulfonylation reactions.

(c)

Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (iii) SOCl₂ , NEt₃, and (iv) 1. TsCl, Et₃N 2. NaCN. If no reaction occurs, write 'no reaction.'

(k)

Write the appropriate reagent over each arrow.

Starting with (R)-1-deuterio-1-propanol, how could you prepare

a. (S)-1-deuterio-1-propanol?