Lanthanide triflate catalysed reactions of acetals with primary amines and cascade cyclisation reactions

H  Heaney; M T  Simcox; A M Z  Slawin; R G  Giles

Lanthanide triflate catalysed reactions of acetals with primary amines and cascade cyclisation reactions

H Heaney, M T Simcox, A M Z Slawin, R G Giles

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

Abstract

The formation of imines from acetals and primary amines can be carried out at significantly lower temperatures using scandium or lanthanide triflates as catalysts, than in the absence of a catalyst: the intermediate aminol ethers can also take part in cascade cyclisation reactions, for example using tryptamine and ethyl tryptophanate.

Original language	English
Pages (from-to)	640-+
Number of pages	4
Journal	Synlett
Issue number	6
Publication status	Published - Jun 1998

Keywords

acetal
re-usable catalyst
diastereoselectivity
imine
isoindolone
FRIEDEL-CRAFTS ALKYLATION
ORGANIC-SYNTHESIS
IMINES
TRIFLUOROMETHANESULFONATE
DERIVATIVES
ALDEHYDES
SCANDIUM
INDOLES
KETONES
ETHERS

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@article{23727d54167048fa948cf460e1fa0623,

title = "Lanthanide triflate catalysed reactions of acetals with primary amines and cascade cyclisation reactions",

abstract = "The formation of imines from acetals and primary amines can be carried out at significantly lower temperatures using scandium or lanthanide triflates as catalysts, than in the absence of a catalyst: the intermediate aminol ethers can also take part in cascade cyclisation reactions, for example using tryptamine and ethyl tryptophanate.",

keywords = "acetal, re-usable catalyst, diastereoselectivity, imine, isoindolone, FRIEDEL-CRAFTS ALKYLATION, ORGANIC-SYNTHESIS, IMINES, TRIFLUOROMETHANESULFONATE, DERIVATIVES, ALDEHYDES, SCANDIUM, INDOLES, KETONES, ETHERS",

author = "H Heaney and Simcox, {M T} and Slawin, {A M Z} and Giles, {R G}",

year = "1998",

month = jun,

language = "English",

pages = "640--+",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "6",

}

TY - JOUR

T1 - Lanthanide triflate catalysed reactions of acetals with primary amines and cascade cyclisation reactions

AU - Heaney, H

AU - Simcox, M T

AU - Slawin, A M Z

AU - Giles, R G

PY - 1998/6

Y1 - 1998/6

N2 - The formation of imines from acetals and primary amines can be carried out at significantly lower temperatures using scandium or lanthanide triflates as catalysts, than in the absence of a catalyst: the intermediate aminol ethers can also take part in cascade cyclisation reactions, for example using tryptamine and ethyl tryptophanate.

AB - The formation of imines from acetals and primary amines can be carried out at significantly lower temperatures using scandium or lanthanide triflates as catalysts, than in the absence of a catalyst: the intermediate aminol ethers can also take part in cascade cyclisation reactions, for example using tryptamine and ethyl tryptophanate.

KW - acetal

KW - re-usable catalyst

KW - diastereoselectivity

KW - imine

KW - isoindolone

KW - FRIEDEL-CRAFTS ALKYLATION

KW - ORGANIC-SYNTHESIS

KW - IMINES

KW - TRIFLUOROMETHANESULFONATE

KW - DERIVATIVES

KW - ALDEHYDES

KW - SCANDIUM

KW - INDOLES

KW - KETONES

KW - ETHERS

M3 - Article

SN - 0936-5214

SP - 640-+

JO - Synlett

JF - Synlett

IS - 6

ER -

Lanthanide triflate catalysed reactions of acetals with primary amines and cascade cyclisation reactions

Abstract

Keywords

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