SASMAL, ANIRUDDHA
(2012)
Studies of Memory of Chirality in Amide Radical Cyclizations.
Master's Thesis, University of Pittsburgh.
(Unpublished)
Abstract
Radical cyclization of amide substrates was performed to establish the Memory of Chirality (MOC). Amides with N-tert-butyl substituent due to their hindered rotation around C-N bond gives cyclized product with retention of configuration upon radical reaction condition. Chiral GC analysis and theoretical optical rotation calculation were used to verify the MOC. An unexpected 1,4-phenyl radical migration was also observed during the radical reaction of N-benzyl substituted amides.
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Details
| Item Type: |
University of Pittsburgh ETD
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| Status: |
Unpublished |
| Creators/Authors: |
|
| ETD Committee: |
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| Date: |
18 January 2012 |
| Date Type: |
Publication |
| Defense Date: |
14 March 2011 |
| Approval Date: |
18 January 2012 |
| Submission Date: |
6 December 2011 |
| Access Restriction: |
1 year -- Restrict access to University of Pittsburgh for a period of 1 year. |
| Number of Pages: |
76 |
| Institution: |
University of Pittsburgh |
| Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
| Degree: |
MS - Master of Science |
| Thesis Type: |
Master's Thesis |
| Refereed: |
Yes |
| Uncontrolled Keywords: |
Memory of Chirality, N-tert-butyl substituted amide, 1,4-Phenyl migration |
| Date Deposited: |
18 Jan 2012 21:30 |
| Last Modified: |
15 Nov 2016 13:55 |
| URI: |
http://d-scholarship.pitt.edu/id/eprint/10687 |
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