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Synthesis of hydroxylated bicyclic amino acids from L-tyrosine: Octahydro-1H-indole carboxylates

Pierce, JG and Kasi, D and Fushimi, M and Cuzzupe, A and Wipf, P (2008) Synthesis of hydroxylated bicyclic amino acids from L-tyrosine: Octahydro-1H-indole carboxylates. Journal of Organic Chemistry, 73 (19). 7807 - 7810. ISSN 0022-3263

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Abstract

(Chemical Equation Presented) A stereoselective approach to polyhydroxylated L-Choi derivatives has been developed. The oxidative cyclization of L-tyrosine was optimized to avoid partial racemization and to allow a more efficient scale-up. © 2008 American Chemical Society.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Pierce, JG
Kasi, D
Fushimi, M
Cuzzupe, A
Wipf, Ppwipf@pitt.eduPWIPF
Date: 3 October 2008
Date Type: Publication
Journal or Publication Title: Journal of Organic Chemistry
Volume: 73
Number: 19
Page Range: 7807 - 7810
DOI or Unique Handle: 10.1021/jo801552j
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0022-3263
MeSH Headings: Amino Acids--chemical synthesis; Amino Acids--chemistry; Bicyclo Compounds--chemical synthesis; Carboxylic Acids--chemistry; Hydroxylation; Indoles--chemistry; Stereoisomerism; Tyrosine--chemistry
Other ID: NLM NIHMS86316, NLM PMC2739982
PubMed Central ID: PMC2739982
PubMed ID: 18767800
Date Deposited: 03 Jul 2013 15:44
Last Modified: 02 Feb 2019 15:57
URI: http://d-scholarship-dev.library.pitt.edu/id/eprint/19252

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