Br Вос BnO >90% e.e. Pd,dba3 (5 mol%) P(o-tol)3 (20 mol%) NEt MeO racemic Me mostly one diastereomer CH3CN, reflux then workup OAc <5:1 diastereomer mix Me "H (one enantiomer) Ar product after these transformations >90% e.e. IMES(Cy,P)CIRU=CHPH (5 mol%) ОТBS racemic mostly one diastereomer CH2CI2 then workup (±) <5:1 diastereomer mix product after these transformations

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter22: Synthesis Workshop 2
Section: Chapter Questions
Problem 6CTQ
icon
Related questions
icon
Concept explainers
Question
BnO
Br
Вос
>90% e.e.
Pd2dbaz (5 mol%)
P(o-tol), (20 mol%)
NEt,
Meo
racemic
N-
Me
mostly one diastereomer
CH3CN, reflux
then workup
OAc
<5:1 diastereomer mix
Me
"H
Ar
(one enantiomer)
product after these transformations
>90% e.e.
OTBS
IMes(Cy3P)CIRU=CHPH
(5 mol%)
racemic
mostly one diastereomer
CH2CI2
then workup
(±)
<5:1 diastereomer mix
product after these transformations
Transcribed Image Text:BnO Br Вос >90% e.e. Pd2dbaz (5 mol%) P(o-tol), (20 mol%) NEt, Meo racemic N- Me mostly one diastereomer CH3CN, reflux then workup OAc <5:1 diastereomer mix Me "H Ar (one enantiomer) product after these transformations >90% e.e. OTBS IMes(Cy3P)CIRU=CHPH (5 mol%) racemic mostly one diastereomer CH2CI2 then workup (±) <5:1 diastereomer mix product after these transformations
Expert Solution
steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Reactive Intermediates
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning