Double Cycloisomerization as a Novel and Expeditious Route to Tricyclic Heteroaromatic Compounds: Short and Highly Diastereoselective Synthesis of (±)-Tetraponerine T6

Joseph T. Kim; Vladimir Gevorgyan

doi:10.1021/ol027129t

Double Cycloisomerization as a Novel and Expeditious Route to Tricyclic Heteroaromatic Compounds: Short and Highly Diastereoselective Synthesis of (±)-Tetraponerine T6

Joseph T. Kim, Vladimir Gevorgyan

Research output: Contribution to journal › Article › peer-review

83 Scopus citations

Abstract

(Matrix Presented) Cu-Assisted double cycloisomerization of bis-alkynylpyrimidines afforded the 5-6-5 tricyclic heteroaromatic skeleton. This transformation was used as a key step in the highly diastereoselective total synthesis of (±)-tetraponerine T6.

Original language	English (US)
Pages (from-to)	4697-4699
Number of pages	3
Journal	Organic Letters
Volume	4
Issue number	26
DOIs	https://doi.org/10.1021/ol027129t
State	Published - Dec 26 2002
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol027129t

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title = "Double Cycloisomerization as a Novel and Expeditious Route to Tricyclic Heteroaromatic Compounds: Short and Highly Diastereoselective Synthesis of (±)-Tetraponerine T6",

abstract = "(Matrix Presented) Cu-Assisted double cycloisomerization of bis-alkynylpyrimidines afforded the 5-6-5 tricyclic heteroaromatic skeleton. This transformation was used as a key step in the highly diastereoselective total synthesis of (±)-tetraponerine T6.",

author = "Kim, {Joseph T.} and Vladimir Gevorgyan",

year = "2002",

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doi = "10.1021/ol027129t",

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AU - Gevorgyan, Vladimir

PY - 2002/12/26

Y1 - 2002/12/26

N2 - (Matrix Presented) Cu-Assisted double cycloisomerization of bis-alkynylpyrimidines afforded the 5-6-5 tricyclic heteroaromatic skeleton. This transformation was used as a key step in the highly diastereoselective total synthesis of (±)-tetraponerine T6.

AB - (Matrix Presented) Cu-Assisted double cycloisomerization of bis-alkynylpyrimidines afforded the 5-6-5 tricyclic heteroaromatic skeleton. This transformation was used as a key step in the highly diastereoselective total synthesis of (±)-tetraponerine T6.

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Double Cycloisomerization as a Novel and Expeditious Route to Tricyclic Heteroaromatic Compounds: Short and Highly Diastereoselective Synthesis of (±)-Tetraponerine T6

Abstract

ASJC Scopus subject areas

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