anti addition of OH and OH.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter24: Amines And Heterocycles
Section24.SE: Something Extra
Problem 40MP
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Why would it only make one stereocenter?
(b) In this example, we are not creating two new stereocenters. We are only creating one new stere-
ocenter. So, the stereochemistry in this case becomes irrelevant. It is true that the reaction proceeds
through an anti addition of OH and OH. However, with only one stereocenter in the product, the
preference for anti addition becomes irrelevant. We expect the following products, which are a pair
of enantiomers:
1) MCPBA
2) H3O+
OH
OH
+
OH
ㅎ...
OH
Transcribed Image Text:(b) In this example, we are not creating two new stereocenters. We are only creating one new stere- ocenter. So, the stereochemistry in this case becomes irrelevant. It is true that the reaction proceeds through an anti addition of OH and OH. However, with only one stereocenter in the product, the preference for anti addition becomes irrelevant. We expect the following products, which are a pair of enantiomers: 1) MCPBA 2) H3O+ OH OH + OH ㅎ... OH
(b)
1) MCPBA
2) H3O+
Transcribed Image Text:(b) 1) MCPBA 2) H3O+
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