The Felkin-Anh model requires the classification of the substituents as large medium and small. 1. Identify the

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Question:

The Felkin-Anh model requires the classification of the substituents as "large” "medium" and "small".

1. Identify the groups in this example.

2. Use the Felkin-Anh model for asymmetric induction to predict the induction to predict the stereoselectivity of reduction.

(a) Choose one enantiomer of benzoin acetate. label as (R) or (S) and draw the Newman projection of benzoin acetate.

(b) Draw in the two possible trajectories of the nucleophilic attack of a reducing agent the two most reactive conformations of benzoin acetate. That is two conformation and four trajectories (two per conformation).

(d) Use your diagrams from part (b) to determine which diastereomer is the favored product.

Explain your reasoning.

The major diastereomer formed in the reduction reaction can be converted to 4,3-diphenyi- dimethyl-1,3-dioxolane with the preservation of stereochemistry.