Intraannular functionalization of macrocyclic polyethers via organolithium chemistry; x-ray structure of 2-sulfinyl-1,3-xylyl-15-crown-4

Maria Skowronska-Ptasinska; Pieter Telleman; Veronika M.L.J. Aarts; Peter D.J. Grootenhuis; Johan van Eerden; Sybolt Harkema; David N. Reinhoudt

doi:10.1016/S0040-4039(00)96014-3

Intraannular functionalization of macrocyclic polyethers via organolithium chemistry; x-ray structure of 2-sulfinyl-1,3-xylyl-15-crown-4

Maria Skowronska-Ptasinska, Pieter Telleman, Veronika M.L.J. Aarts, Peter D.J. Grootenhuis, Johan van Eerden, Sybolt Harkema, David N. Reinhoudt

Research output: Contribution to journal › Article › Academic

25 Citations (Scopus)

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Abstract

The conversion of 2-lithio-1,3-xylyl crown ethers (2), obtained by reaction of the 2-bromo-1,3-xylyl crown ethers (1) with n_-butyllithium at −70 °C, with an electrophile is a generally applicable method for the synthesis of 1,3-xylyl crown ethers with intraannular acidic groups.

Original language	English
Pages (from-to)	1937-1939
Journal	Tetrahedron letters
Volume	28
Issue number	17
DOIs	https://doi.org/10.1016/S0040-4039(00)96014-3
Publication status	Published - 1987

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@article{51372161a1aa4d64bb42d1bcabb7b0dd,

title = "Intraannular functionalization of macrocyclic polyethers via organolithium chemistry; x-ray structure of 2-sulfinyl-1,3-xylyl-15-crown-4",

abstract = "The conversion of 2-lithio-1,3-xylyl crown ethers (2), obtained by reaction of the 2-bromo-1,3-xylyl crown ethers (1) with n_-butyllithium at −70 °C, with an electrophile is a generally applicable method for the synthesis of 1,3-xylyl crown ethers with intraannular acidic groups.",

author = "Maria Skowronska-Ptasinska and Pieter Telleman and Aarts, {Veronika M.L.J.} and Grootenhuis, {Peter D.J.} and {van Eerden}, Johan and Sybolt Harkema and Reinhoudt, {David N.}",

year = "1987",

doi = "10.1016/S0040-4039(00)96014-3",

language = "English",

volume = "28",

pages = "1937--1939",

journal = "Tetrahedron letters",

issn = "0040-4039",

publisher = "Elsevier",

number = "17",

}

Intraannular functionalization of macrocyclic polyethers via organolithium chemistry; x-ray structure of 2-sulfinyl-1,3-xylyl-15-crown-4. / Skowronska-Ptasinska, Maria; Telleman, Pieter; Aarts, Veronika M.L.J.; Grootenhuis, Peter D.J.; van Eerden, Johan; Harkema, Sybolt; Reinhoudt, David N.

In: Tetrahedron letters, Vol. 28, No. 17, 1987, p. 1937-1939.

Research output: Contribution to journal › Article › Academic

TY - JOUR

T1 - Intraannular functionalization of macrocyclic polyethers via organolithium chemistry; x-ray structure of 2-sulfinyl-1,3-xylyl-15-crown-4

AU - Skowronska-Ptasinska, Maria

AU - Telleman, Pieter

AU - Aarts, Veronika M.L.J.

AU - Grootenhuis, Peter D.J.

AU - van Eerden, Johan

AU - Harkema, Sybolt

AU - Reinhoudt, David N.

PY - 1987

Y1 - 1987

N2 - The conversion of 2-lithio-1,3-xylyl crown ethers (2), obtained by reaction of the 2-bromo-1,3-xylyl crown ethers (1) with n_-butyllithium at −70 °C, with an electrophile is a generally applicable method for the synthesis of 1,3-xylyl crown ethers with intraannular acidic groups.

AB - The conversion of 2-lithio-1,3-xylyl crown ethers (2), obtained by reaction of the 2-bromo-1,3-xylyl crown ethers (1) with n_-butyllithium at −70 °C, with an electrophile is a generally applicable method for the synthesis of 1,3-xylyl crown ethers with intraannular acidic groups.

U2 - 10.1016/S0040-4039(00)96014-3

DO - 10.1016/S0040-4039(00)96014-3

M3 - Article

VL - 28

SP - 1937

EP - 1939

JO - Tetrahedron letters

JF - Tetrahedron letters

SN - 0040-4039

IS - 17

ER -

Intraannular functionalization of macrocyclic polyethers via organolithium chemistry; x-ray structure of 2-sulfinyl-1,3-xylyl-15-crown-4

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