(a) Benjamin List and David W.C. MacMillan have been awarded 2021 Nobel Prize in Chemistry, for their development of a new type of catalysis. Amino acid proline, acting as the catalyst, has successfully catalyzed an aldol reaction with the formation of one mirror image of the product much more than the other one. Below is the aldol product: он 4-hydroxy-3-methylpent-2-one The compound has two chiral carbons. Show two of the chiral carbons using asterisk signs and draw one of the chiral carbons in enantiomeric forms. Apply (R) and (S) configurations for the enantiomers based on the Cahn-Ingold-Prelog system. (b) Give the product and the type of mechanism of the reaction of hydrosulfide (HS) with (R)- 2-iodopentane. Give the stereochemistry resulting from the product.

(a) Benjamin List and David W.C. MacMillan have been awarded 2021 Nobel Prize in Chemistry, for their development of a new type of catalysis. Amino acid proline, acting as the catalyst, has successfully catalyzed an aldol reaction with the formation of one mirror image of the product much more than the other one. Below is the aldol product: он 4-hydroxy-3-methylpent-2-one The compound has two chiral carbons. Show two of the chiral carbons using asterisk signs and draw one of the chiral carbons in enantiomeric forms. Apply (R) and (S) configurations for the enantiomers based on the Cahn-Ingold-Prelog system. (b) Give the product and the type of mechanism of the reaction of hydrosulfide (HS) with (R)- 2-iodopentane. Give the stereochemistry resulting from the product.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 50MP

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