β-Selective mannosylation with a 4,6-silylene-tethered thiomannosyl donor

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

Standard

β-Selective mannosylation with a 4,6-silylene-tethered thiomannosyl donor. / Heuckendorff, Mads; Bendix, Jesper; Pedersen, Christian Marcus; Bols, Mikael.

I: Organic Letters, Bind 16, Nr. 4, 2014, s. 1116-9.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

Harvard

Heuckendorff, M, Bendix, J, Pedersen, CM & Bols, M 2014, 'β-Selective mannosylation with a 4,6-silylene-tethered thiomannosyl donor', Organic Letters, bind 16, nr. 4, s. 1116-9. https://doi.org/10.1021/ol403722f

APA

Heuckendorff, M., Bendix, J., Pedersen, C. M., & Bols, M. (2014). β-Selective mannosylation with a 4,6-silylene-tethered thiomannosyl donor. Organic Letters, 16(4), 1116-9. https://doi.org/10.1021/ol403722f

Vancouver

Heuckendorff M, Bendix J, Pedersen CM, Bols M. β-Selective mannosylation with a 4,6-silylene-tethered thiomannosyl donor. Organic Letters. 2014;16(4):1116-9. https://doi.org/10.1021/ol403722f

Author

Heuckendorff, Mads ; Bendix, Jesper ; Pedersen, Christian Marcus ; Bols, Mikael. / β-Selective mannosylation with a 4,6-silylene-tethered thiomannosyl donor. I: Organic Letters. 2014 ; Bind 16, Nr. 4. s. 1116-9.

Bibtex

@article{073168404bb349c2860c4ed2598d27f1,
title = "β-Selective mannosylation with a 4,6-silylene-tethered thiomannosyl donor",
abstract = "Mannosylations using the new conformationally restricted donor phenyl 2,3-di-O-benzyl-4,6-O-(di-tert-butylsilylene)-1-thio-α-D-mannopyranoside (6) have been found to be β-selective with a variety of activation conditions. The simplest activation conditions were NIS/TfOH, in which case it is proposed that the β-mannoside is formed from β-selective glycosylation of the oxocarbenium ion 25 in a B(2,5) conformation.",
author = "Mads Heuckendorff and Jesper Bendix and Pedersen, {Christian Marcus} and Mikael Bols",
year = "2014",
doi = "10.1021/ol403722f",
language = "English",
volume = "16",
pages = "1116--9",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "4",

}

RIS

TY - JOUR

T1 - β-Selective mannosylation with a 4,6-silylene-tethered thiomannosyl donor

AU - Heuckendorff, Mads

AU - Bendix, Jesper

AU - Pedersen, Christian Marcus

AU - Bols, Mikael

PY - 2014

Y1 - 2014

N2 - Mannosylations using the new conformationally restricted donor phenyl 2,3-di-O-benzyl-4,6-O-(di-tert-butylsilylene)-1-thio-α-D-mannopyranoside (6) have been found to be β-selective with a variety of activation conditions. The simplest activation conditions were NIS/TfOH, in which case it is proposed that the β-mannoside is formed from β-selective glycosylation of the oxocarbenium ion 25 in a B(2,5) conformation.

AB - Mannosylations using the new conformationally restricted donor phenyl 2,3-di-O-benzyl-4,6-O-(di-tert-butylsilylene)-1-thio-α-D-mannopyranoside (6) have been found to be β-selective with a variety of activation conditions. The simplest activation conditions were NIS/TfOH, in which case it is proposed that the β-mannoside is formed from β-selective glycosylation of the oxocarbenium ion 25 in a B(2,5) conformation.

U2 - 10.1021/ol403722f

DO - 10.1021/ol403722f

M3 - Journal article

C2 - 24502365

VL - 16

SP - 1116

EP - 1119

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 4

ER -

ID: 109743278