The cis-specific Pictet-Spengler reaction

Laura Alberch; Patrick D. Bailey; Paul D. Clingan; Timothy J. Mills; Richard A. Price; Robin G. Pritchard

doi:10.1002/ejoc.200400017

The cis-specific Pictet-Spengler reaction

Laura Alberch, Patrick D. Bailey, Paul D. Clingan, Timothy J. Mills, Richard A. Price, Robin G. Pritchard

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

Abstract

The Pictet-Spengler reaction of tryptophan allyl ester with aryl aldehydes generates cis-tetrahydro-β-carbolines with complete stereo-control and with complete retention of optical integrity, when the reaction is carried out under kinetically controlled conditions. © Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Original language	English
Pages (from-to)	1887-1890
Number of pages	3
Journal	European Journal of Organic Chemistry
Issue number	9
DOIs	https://doi.org/10.1002/ejoc.200400017
Publication status	Published - 26 Apr 2004

Keywords

Alkaloids
Cyclization
Diastereoselectivity
Heterocycles

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10.1002/ejoc.200400017

CCDC 228672: Experimental Crystal Structure Determination
Alberch, L. (Contributor), Bailey, P. (Contributor), Clingan, P. D. (Contributor), Mills, T. J. (Contributor), Price, R. A. (Contributor) & Pritchard, R. (Contributor), Cambridge Crystallographic Data Centre, 2004
DOI: 10.5517/cc7nyjb, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc7nyjb&sid=DataCite
Dataset

Cite this

@article{045bb83b71f549b3b8a076204075519e,

title = "The cis-specific Pictet-Spengler reaction",

abstract = "The Pictet-Spengler reaction of tryptophan allyl ester with aryl aldehydes generates cis-tetrahydro-β-carbolines with complete stereo-control and with complete retention of optical integrity, when the reaction is carried out under kinetically controlled conditions. {\textcopyright} Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.",

keywords = "Alkaloids, Cyclization, Diastereoselectivity, Heterocycles",

author = "Laura Alberch and Bailey, {Patrick D.} and Clingan, {Paul D.} and Mills, {Timothy J.} and Price, {Richard A.} and Pritchard, {Robin G.}",

year = "2004",

month = apr,

day = "26",

doi = "10.1002/ejoc.200400017",

language = "English",

pages = "1887--1890",

journal = "European Journal of Organic Chemistry",

issn = "1099-0690",

publisher = "John Wiley & Sons Ltd",

number = "9",

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TY - JOUR

T1 - The cis-specific Pictet-Spengler reaction

AU - Alberch, Laura

AU - Bailey, Patrick D.

AU - Clingan, Paul D.

AU - Mills, Timothy J.

AU - Price, Richard A.

AU - Pritchard, Robin G.

PY - 2004/4/26

Y1 - 2004/4/26

N2 - The Pictet-Spengler reaction of tryptophan allyl ester with aryl aldehydes generates cis-tetrahydro-β-carbolines with complete stereo-control and with complete retention of optical integrity, when the reaction is carried out under kinetically controlled conditions. © Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

AB - The Pictet-Spengler reaction of tryptophan allyl ester with aryl aldehydes generates cis-tetrahydro-β-carbolines with complete stereo-control and with complete retention of optical integrity, when the reaction is carried out under kinetically controlled conditions. © Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

KW - Alkaloids

KW - Cyclization

KW - Diastereoselectivity

KW - Heterocycles

U2 - 10.1002/ejoc.200400017

DO - 10.1002/ejoc.200400017

M3 - Article

SN - 1099-0690

SP - 1887

EP - 1890

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 9

ER -

The cis-specific Pictet-Spengler reaction

Abstract

Keywords

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Datasets

CCDC 228672: Experimental Crystal Structure Determination

Cite this