Total synthesis of (±)-desoxycodeine-D: A novel route to the morphine skeleton

Jing Ping Liou; Chen Yu Cheng

doi:10.1016/S0040-4039(99)02188-7

Total synthesis of (±)-desoxycodeine-D: A novel route to the morphine skeleton

Jing Ping Liou, Chen Yu Cheng

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

41 Citations (Scopus)

Abstract

A novel approach towards the construction of the morphine skeleton was demonstrated by a total synthesis of (±)-desoxycodeine-D (11) from 5,6,7,8- tetrahydroisoquinoline and isovanillin. The key steps are two consecutive Pd- catalyzed cyclizations and a Stevens rearrangement for the formation of ring B. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	915-918
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	6
DOIs	https://doi.org/10.1016/S0040-4039(99)02188-7
Publication status	Published - Feb 5 2000

Keywords

Alkaloids
Analgesics
Palladium
Palladium compounds
Rearrangements

ASJC Scopus subject areas

Drug Discovery
Biochemistry
Organic Chemistry

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10.1016/S0040-4039(99)02188-7

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abstract = "A novel approach towards the construction of the morphine skeleton was demonstrated by a total synthesis of (±)-desoxycodeine-D (11) from 5,6,7,8- tetrahydroisoquinoline and isovanillin. The key steps are two consecutive Pd- catalyzed cyclizations and a Stevens rearrangement for the formation of ring B. (C) 2000 Elsevier Science Ltd.",

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AU - Cheng, Chen Yu

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AB - A novel approach towards the construction of the morphine skeleton was demonstrated by a total synthesis of (±)-desoxycodeine-D (11) from 5,6,7,8- tetrahydroisoquinoline and isovanillin. The key steps are two consecutive Pd- catalyzed cyclizations and a Stevens rearrangement for the formation of ring B. (C) 2000 Elsevier Science Ltd.

KW - Alkaloids

KW - Analgesics

KW - Palladium

KW - Palladium compounds

KW - Rearrangements

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Total synthesis of (±)-desoxycodeine-D: A novel route to the morphine skeleton

Abstract

Keywords

ASJC Scopus subject areas

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