Question

A. Provide products for the following reactions. If more than one stereoisomer would be formed for a product, draw one of the stereoisomers and write "+ enantiomer" or "+ diastereomer" in the box. I. (26 points) (a) Adapted from: J. Org. Chem. 2016, 81, 3638-3647. CH3 NaBH4 2) H30+ (protonation) cat. H2SO4 OH H +H20 3 (b) Ibid. 1 equiv. TsCl cat. ?.??, H2SO4 pyridine CH,OH ???? 1) NaH 2) CH3I B. Using the data provided in the table below, draw a 3D chair representation of the conformation predicted to be more thermodvnamically favored for molecules C and D

Can you please show the stereochemistry as well.

Answer 1

ring opening of epoxide takes place at less substituted side by either NaBH4 or LiAlH4 to form alcohol.

t2S0 TS C NAH