Scheme 4. Burdick et al. Preparation of CBDONaEtO₂C CO₂EtdaC5H11 NaOEt/EtOH99%8OHBr.CO₂Et H₂/Pd-CEtOHC5H1172% HOHOinwBr 10HOOH12CO₂EtNETARIOC5H11graNaOHMeOHA44%HOOH119CO₂EtC5H11CBDCO₂Et Br₂АсонC5H11 86%410% Sc(OTf)3MgSO4CH₂Cl₂/3 h87%

Answered: Image /qna-images/answer/832f9040-038b-443f-a840-dc3247216b9f.jpg

Answered: Br HO EtO₂C CO₂Et C5H11 NaOEt / EtOH…

Br HO EtO₂C CO₂Et C5H11 NaOEt / EtOH 99% CO₂Et H₂/Pd-C C5H11 8 OH Br 10 OH EtOH 72% HO NaOH HO OH 11 ONa 9 CO₂Et C5H11 CO₂Et Br₂ ACOH C5H11 86% 4 10% Sc(OT)3 MgSO4 CH₂Cl₂/3 h 87%

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 41AP: In light of your answer to Problem 30-40, explain why a mixture of products occurs in the following...

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Question

Scheme 4. Burdick et al. Preparation of CBD
ONa
EtO₂C CO₂Et
da
C5H11 NaOEt/EtOH
99%
8
OH
Br.
CO₂Et H₂/Pd-C
EtOH
C5H11
72% HO
HO
inw
Br 10
HO
OH
12
CO₂Et
NETARIO
C5H11
gra
NaOH
MeOH
A
44%
HO
OH
11
9
CO₂Et
C5H11
CBD
CO₂Et Br₂
Асон
C5H11 86%
4
10% Sc(OTf)3
MgSO4
CH₂Cl₂/3 h
87%

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