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SYNTHETIC STUDIES TOWARDS THE SYNTHESIS OF ANATOXIN-A(S)

Buck, Eric (2013) SYNTHETIC STUDIES TOWARDS THE SYNTHESIS OF ANATOXIN-A(S). Doctoral Dissertation, University of Pittsburgh. (Unpublished)

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Abstract

Three routes toward the total synthesis of the neurotoxin anatoxin-a(s) have been explored. They focus on the assembly of the backbone utilizing both Pd(0)- and Pd(II)-mediated processes. Our current route leads to a late-stage precursor of anatoxin-a(s), hydroxy guanidine 134, in 18 steps and in 8.0% overall yield utilizing an amidoalkylation step in the key cyclization.

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Details

Item Type: University of Pittsburgh ETD
Status: Unpublished
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Buck, Ericeeb34@pitt.eduEEB34
ETD Committee:
TitleMemberEmail AddressPitt UsernameORCID
Committee ChairWipf, Peterpwipf@pitt.eduPWIPF
Committee MemberKoide, Kazunorikoide@pitt.eduKOIDE
Committee MemberNelson, Scottsgnelson@pitt.eduSGNELSON
Committee MemberDay, Billy Wbday@pitt.eduBDAY
Date: 25 January 2013
Date Type: Publication
Defense Date: 29 November 2012
Approval Date: 25 January 2013
Submission Date: 4 December 2012
Access Restriction: No restriction; Release the ETD for access worldwide immediately.
Number of Pages: 136
Institution: University of Pittsburgh
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Degree: PhD - Doctor of Philosophy
Thesis Type: Doctoral Dissertation
Refereed: Yes
Uncontrolled Keywords: anatoxin-a(s), guanidine,
Date Deposited: 25 Jan 2013 16:56
Last Modified: 15 Nov 2016 14:07
URI: http://d-scholarship.pitt.edu/id/eprint/16753

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