Silyl-protective groups influencing the reactivity and selectivity in glycosylations

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt

Standard

Silyl-protective groups influencing the reactivity and selectivity in glycosylations. / Bols, Mikael; Pedersen, Christian Marcus.

I: Beilstein Journal of Organic Chemistry, Bind 13, 2017, s. 93-105.

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt

Harvard

Bols, M & Pedersen, CM 2017, 'Silyl-protective groups influencing the reactivity and selectivity in glycosylations', Beilstein Journal of Organic Chemistry, bind 13, s. 93-105. https://doi.org/10.3762/bjoc.13.12

APA

Bols, M., & Pedersen, C. M. (2017). Silyl-protective groups influencing the reactivity and selectivity in glycosylations. Beilstein Journal of Organic Chemistry, 13, 93-105. https://doi.org/10.3762/bjoc.13.12

Vancouver

Bols M, Pedersen CM. Silyl-protective groups influencing the reactivity and selectivity in glycosylations. Beilstein Journal of Organic Chemistry. 2017;13:93-105. https://doi.org/10.3762/bjoc.13.12

Author

Bols, Mikael ; Pedersen, Christian Marcus. / Silyl-protective groups influencing the reactivity and selectivity in glycosylations. I: Beilstein Journal of Organic Chemistry. 2017 ; Bind 13. s. 93-105.

Bibtex

@article{7b24b5a74e76478bb44e1db0f94f9bac,
title = "Silyl-protective groups influencing the reactivity and selectivity in glycosylations",
abstract = "Silyl groups such as TBDPS, TBDMS, TIPS or TMS are well-known and widely used alcohol protective groups in organic chemistry. Cyclic silylene protective groups are also becoming increasingly popular. In carbohydrate chemistry silyl protective groups have frequently been used primarily as an orthogonal protective group to the more commonly used acyl and benzyl protective groups. However, silyl protective groups have significantly different electronic and steric requirements than acyl and alkyl protective groups, which particularly becomes important when two or more neighboring alcohols are silyl protected. Within the last decade polysilylated glycosyl donors have been found to have unusual properties such as high (or low) reactivity or high stereoselectivity. This mini review will summarize these findings",
keywords = "Carbohydrate, conformation, glycosylation, reactivity, selectivity",
author = "Mikael Bols and Pedersen, {Christian Marcus}",
year = "2017",
doi = "10.3762/bjoc.13.12",
language = "English",
volume = "13",
pages = "93--105",
journal = "Beilstein Journal of Organic Chemistry",
issn = "2195-951X",
publisher = "Beilstein - Institut zur Foerderung der Chemischen Wissenschaften",

}

RIS

TY - JOUR

T1 - Silyl-protective groups influencing the reactivity and selectivity in glycosylations

AU - Bols, Mikael

AU - Pedersen, Christian Marcus

PY - 2017

Y1 - 2017

N2 - Silyl groups such as TBDPS, TBDMS, TIPS or TMS are well-known and widely used alcohol protective groups in organic chemistry. Cyclic silylene protective groups are also becoming increasingly popular. In carbohydrate chemistry silyl protective groups have frequently been used primarily as an orthogonal protective group to the more commonly used acyl and benzyl protective groups. However, silyl protective groups have significantly different electronic and steric requirements than acyl and alkyl protective groups, which particularly becomes important when two or more neighboring alcohols are silyl protected. Within the last decade polysilylated glycosyl donors have been found to have unusual properties such as high (or low) reactivity or high stereoselectivity. This mini review will summarize these findings

AB - Silyl groups such as TBDPS, TBDMS, TIPS or TMS are well-known and widely used alcohol protective groups in organic chemistry. Cyclic silylene protective groups are also becoming increasingly popular. In carbohydrate chemistry silyl protective groups have frequently been used primarily as an orthogonal protective group to the more commonly used acyl and benzyl protective groups. However, silyl protective groups have significantly different electronic and steric requirements than acyl and alkyl protective groups, which particularly becomes important when two or more neighboring alcohols are silyl protected. Within the last decade polysilylated glycosyl donors have been found to have unusual properties such as high (or low) reactivity or high stereoselectivity. This mini review will summarize these findings

KW - Carbohydrate

KW - conformation

KW - glycosylation

KW - reactivity

KW - selectivity

U2 - 10.3762/bjoc.13.12

DO - 10.3762/bjoc.13.12

M3 - Journal article

C2 - 28228850

VL - 13

SP - 93

EP - 105

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

SN - 2195-951X

ER -

ID: 176370769