Synthesis of polycyclic indolic structures

Patrick D. Bailey; Philip J. Cochrane; Anja H. Förster; Keith M. Morgan; D. P J Pearson

doi:10.1016/S0040-4039(99)00735-2

Synthesis of polycyclic indolic structures

Patrick D. Bailey, Philip J. Cochrane, Anja H. Förster, Keith M. Morgan, D. P J Pearson

School of Engineering & Physical Sciences

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

17 Citations (Scopus)

Abstract

We report the development of routes for the synthesis of three types of polycyclic indolic compounds, all possessing a tetrahydro-ß-carboline sub- structure to which an additional 5- or 6-membered heterocycle is attached across the 1,2-positions of ring C; all three mutes involve a Pictet-Spengler reaction as a key step, which can be used to control the stereochemistry of up to 5 chiral centres.

Original language	English
Pages (from-to)	4597-4600
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	24
DOIs	https://doi.org/10.1016/S0040-4039(99)00735-2
Publication status	Published - 11 Jun 1999

Keywords

Indoles
Pictet-Spengler reactions
Polycyclic heterocyclic compounds

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10.1016/S0040-4039(99)00735-2

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AU - Bailey, Patrick D.

AU - Cochrane, Philip J.

AU - Förster, Anja H.

AU - Morgan, Keith M.

AU - Pearson, D. P J

PY - 1999/6/11

Y1 - 1999/6/11

N2 - We report the development of routes for the synthesis of three types of polycyclic indolic compounds, all possessing a tetrahydro-ß-carboline sub- structure to which an additional 5- or 6-membered heterocycle is attached across the 1,2-positions of ring C; all three mutes involve a Pictet-Spengler reaction as a key step, which can be used to control the stereochemistry of up to 5 chiral centres.

AB - We report the development of routes for the synthesis of three types of polycyclic indolic compounds, all possessing a tetrahydro-ß-carboline sub- structure to which an additional 5- or 6-membered heterocycle is attached across the 1,2-positions of ring C; all three mutes involve a Pictet-Spengler reaction as a key step, which can be used to control the stereochemistry of up to 5 chiral centres.

KW - Indoles

KW - Pictet-Spengler reactions

KW - Polycyclic heterocyclic compounds

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DO - 10.1016/S0040-4039(99)00735-2

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VL - 40

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EP - 4600

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 24

ER -

Synthesis of polycyclic indolic structures

Abstract

Keywords

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