An efficient method for construction of tetrahydroisoquinoline skeleton via double cyclization process using ortho-vinylbenzaldehydes and amino alcohols: application to the synthesis of (S)-cryptostyline II

Kazuteru Umetsu; Naoki Asao

doi:10.1016/j.tetlet.2008.02.152

An efficient method for construction of tetrahydroisoquinoline skeleton via double cyclization process using ortho-vinylbenzaldehydes and amino alcohols: application to the synthesis of (S)-cryptostyline II

Kazuteru Umetsu, Naoki Asao

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

21 Citations (Scopus)

Abstract

Thermal double cyclization reaction using ortho-vinylbenzaldehyde and 3-aminopropanols proceeded smoothly to give isoquinoline derivatives via 6π-azaelectrocyclization pathway. The method was applied to the efficient synthesis of (S)-cryptostyline II.

Original language	English
Pages (from-to)	2722-2725
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	17
DOIs	https://doi.org/10.1016/j.tetlet.2008.02.152
Publication status	Published - 2008 Apr 21

Keywords

(S)-Cryptostyline II
6π-Azaelectrocyclization
Double cyclization process
Tetrahydroisoquinoline

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2008.02.152

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An efficient method for construction of tetrahydroisoquinoline skeleton via double cyclization process using ortho-vinylbenzaldehydes and amino alcohols : application to the synthesis of (S)-cryptostyline II. / Umetsu, Kazuteru; Asao, Naoki.

In: Tetrahedron Letters, Vol. 49, No. 17, 21.04.2008, p. 2722-2725.

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

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abstract = "Thermal double cyclization reaction using ortho-vinylbenzaldehyde and 3-aminopropanols proceeded smoothly to give isoquinoline derivatives via 6π-azaelectrocyclization pathway. The method was applied to the efficient synthesis of (S)-cryptostyline II.",

keywords = "(S)-Cryptostyline II, 6π-Azaelectrocyclization, Double cyclization process, Tetrahydroisoquinoline",

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AU - Asao, Naoki

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An efficient method for construction of tetrahydroisoquinoline skeleton via double cyclization process using ortho-vinylbenzaldehydes and amino alcohols: application to the synthesis of (S)-cryptostyline II

Abstract

Keywords

ASJC Scopus subject areas

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