Chiral four-membered cyclic nitrones; asymmetric induction in the (4+2)-cycloaddition reaction of chiral ynamines and nitroalkenes

P.A. van Elburg; G.W.N. Honig; David Reinhoudt

doi:10.1016/S0040-4039(01)91385-1

Chiral four-membered cyclic nitrones; asymmetric induction in the (4+2)-cycloaddition reaction of chiral ynamines and nitroalkenes

P.A. van Elburg, G.W.N. Honig, David Reinhoudt

University of Twente

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Abstract

Chiral four-membered cyclic nitrones were synthesized by the asymmetric (4+2)-cycloaddition of nitroalkenes 1 and chiral ynamines 2. The subsequent stereoselective addition of nucleophiles to these nitrones enabled the synthesis of chiral N-hydroxyazetidines.

Original language	Undefined
Pages (from-to)	6397-6400
Journal	Tetrahedron letters
Volume	28
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4039(01)91385-1
Publication status	Published - 1987

Keywords

IR-69889

Access to Document

10.1016/S0040-4039(01)91385-1

Elburg87chiral

Cite this

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title = "Chiral four-membered cyclic nitrones; asymmetric induction in the (4+2)-cycloaddition reaction of chiral ynamines and nitroalkenes",

abstract = "Chiral four-membered cyclic nitrones were synthesized by the asymmetric (4+2)-cycloaddition of nitroalkenes 1 and chiral ynamines 2. The subsequent stereoselective addition of nucleophiles to these nitrones enabled the synthesis of chiral N-hydroxyazetidines.",

keywords = "IR-69889",

author = "{van Elburg}, P.A. and G.W.N. Honig and David Reinhoudt",

year = "1987",

doi = "10.1016/S0040-4039(01)91385-1",

language = "Undefined",

volume = "28",

pages = "6397--6400",

journal = "Tetrahedron letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "50",

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T1 - Chiral four-membered cyclic nitrones; asymmetric induction in the (4+2)-cycloaddition reaction of chiral ynamines and nitroalkenes

AU - van Elburg, P.A.

AU - Honig, G.W.N.

AU - Reinhoudt, David

PY - 1987

Y1 - 1987

N2 - Chiral four-membered cyclic nitrones were synthesized by the asymmetric (4+2)-cycloaddition of nitroalkenes 1 and chiral ynamines 2. The subsequent stereoselective addition of nucleophiles to these nitrones enabled the synthesis of chiral N-hydroxyazetidines.

AB - Chiral four-membered cyclic nitrones were synthesized by the asymmetric (4+2)-cycloaddition of nitroalkenes 1 and chiral ynamines 2. The subsequent stereoselective addition of nucleophiles to these nitrones enabled the synthesis of chiral N-hydroxyazetidines.

KW - IR-69889

U2 - 10.1016/S0040-4039(01)91385-1

DO - 10.1016/S0040-4039(01)91385-1

M3 - Article

SN - 0040-4039

VL - 28

SP - 6397

EP - 6400

JO - Tetrahedron letters

JF - Tetrahedron letters

IS - 50

ER -