Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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4.
(a) Provide a curved arrow mechanism for the reaction shown below,
commenting on the stereochemical outcome.
Aco Aco
AcO-
ACO
OAC
PhSH, BF3 OEt2
CH₂Cl2
Aco Aco
AcO-
ACO
SPh
Major product
(b) Which spectroscopic technique would you use to determine the
stereochemistry at the anomeric centre of a sugar? Describe what
you would expect to see for a-D-glucopyranose and why.
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Transcribed Image Text:4. (a) Provide a curved arrow mechanism for the reaction shown below, commenting on the stereochemical outcome. Aco Aco AcO- ACO OAC PhSH, BF3 OEt2 CH₂Cl2 Aco Aco AcO- ACO SPh Major product (b) Which spectroscopic technique would you use to determine the stereochemistry at the anomeric centre of a sugar? Describe what you would expect to see for a-D-glucopyranose and why.
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