Stereochemistry of carbonyl addition

13 questions on Stereochemistry of carbonyl addition from the Organic Reaction Mechanisms I: Nucleophiles and Carbonyl Addition chapter: 2 NEET level, 6 JEE Main, 5 JEE Advanced. Each one opens with its answer and solution.

• The ketone shown is reduced with sodium borohydride in an achiral solvent, followed by work-up. What is the stereochemical outcome? NEET level, drawn structure
• The ketone shown is treated with methylmagnesium bromide, followed by aqueous work-up. What can be said about the product? NEET level, drawn structure
• The enantiopure aldehyde shown is reduced with sodium borohydride, followed by work-up. Which structure is the product? (Wedge/hash bonds indicate absolute conf... JEE Main level, drawn structure
• The ketone shown is reduced with sodium borohydride to an alcohol. Using configurational isomers of the alcohol's constitution as the counting convention, how m... JEE Main level, drawn structure
• The enantiopure ketone shown (the stereocentre is fixed) is reduced with sodium borohydride, followed by work-up. What does the product mixture contain? JEE Main level, drawn structure
• The ketone shown is reduced by sodium borohydride to an achiral alcohol. Select the structure(s) shown that give a chiral alcohol when reduced with sodium boroh... JEE Main level, drawn structure
• The ketone shown is reduced with sodium borohydride to a mixture of alcohols (both cis and trans isomers). Counting configurational stereoisomers of the alcohol... JEE Main level, drawn structure
• Each structure shown is treated with methylmagnesium bromide followed by aqueous work-up. Select the structure(s) that give an achiral alcohol. JEE Main level, drawn structure
• The diketone shown is reduced with an excess of sodium borohydride, followed by work-up. Counting configurational stereoisomers of the diol constitution formed,... JEE Advanced level, drawn structure
• The aldehyde shown is racemic. It is treated with methylmagnesium bromide followed by aqueous work-up. How many stereoisomers of the product are formed in total... JEE Advanced level, drawn structure
• The enantiopure ketone shown (stereocentre fixed) is reduced with sodium borohydride, followed by work-up. How many stereoisomeric alcohols can form? (Count con... JEE Advanced level, drawn structure
• The enantiopure ketone shown (stereocentre fixed) is reduced with sodium borohydride, followed by work-up. Select the correct statement(s). JEE Advanced level, drawn structure
• The racemic hydroxy aldehyde shown is treated with HCN (cyanide, then acid) and the product is then hydrolysed with hot aqueous acid to a hydroxy acid. How many... JEE Advanced level, drawn structure