(@) (€) Complete the following synthesis road map by (i) providing the structures of the major organic compound(s) in boxes (C), (D), (G), (H), and (I1). (ii) Provide the reagents required to complete each transformation in boxes (a), (b), (e), and (f). separated by chiral column chromatography and taken foward as a single isomer 1) (a) Start Here H. (C) Na OEt Br 2) (a) + enantiomer 1. NaNH2 1) (e) (a) 2. OEt Br + a diastereomer 2) (3) 1) Na (metal), NH3 2) Cl2, DCM 1) O3, -78°c 2) DMS (1) Hints for completing road each pathway closely (there are 3 different question). When/if you get stuck on maps: Follow (H) this pathways in a. forward transformation, look down a pathway for information about the next structure

(@) (€) Complete the following synthesis road map by (i) providing the structures of the major organic compound(s) in boxes (C), (D), (G), (H), and (I1). (ii) Provide the reagents required to complete each transformation in boxes (a), (b), (e), and (f). separated by chiral column chromatography and taken foward as a single isomer 1) (a) Start Here H. (C) Na OEt Br 2) (a) + enantiomer 1. NaNH2 1) (e) (a) 2. OEt Br + a diastereomer 2) (3) 1) Na (metal), NH3 2) Cl2, DCM 1) O3, -78°c 2) DMS (1) Hints for completing road each pathway closely (there are 3 different question). When/if you get stuck on maps: Follow (H) this pathways in a. forward transformation, look down a pathway for information about the next structure

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.37P

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