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Studies Toward the Synthesis of Stemona Alkaloids; A Short Synthesis of the Tricydic Core of Tuberostemonines

Goldstein, DM and Wipf, P (1996) Studies Toward the Synthesis of Stemona Alkaloids; A Short Synthesis of the Tricydic Core of Tuberostemonines. Tetrahedron Letters, 37 (6). 739 - 742. ISSN 0040-4039

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Abstract

The tricyclic hydroindole core system of the Stemona alkaloids was prepared in 9 steps from N-Aloc-tyramine. The synthesis features oxidation of tyramine with hypervalent iodine followed by intramolecular conjugate addition and Mitsunobu cyclization of an ammo-alcohol as the key steps.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Goldstein, DM
Wipf, Ppwipf@pitt.eduPWIPF
Date: 5 February 1996
Date Type: Publication
Journal or Publication Title: Tetrahedron Letters
Volume: 37
Number: 6
Page Range: 739 - 742
DOI or Unique Handle: 10.1016/0040-4039(95)02302-x
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0040-4039
Date Deposited: 22 Jul 2015 13:13
Last Modified: 02 Feb 2019 15:56
URI: http://d-scholarship.pitt.edu/id/eprint/25645

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