Sub-stoichiometric reductive etherification of carbohydrate substrates and one-pot protecting group manipulation

Chiao Wen Chen; Ching Chi Wang; Xin Ru Li; Henryk Witek; Kwok Kong Tony Mong

doi:10.1039/d0ob00252f

Sub-stoichiometric reductive etherification of carbohydrate substrates and one-pot protecting group manipulation

Chiao Wen Chen, Ching Chi Wang, Xin Ru Li, Henryk Witek, Kwok Kong Tony Mong^*

^*Corresponding author for this work

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

6 Scopus citations

Abstract

In this study, we report a new reductive etherification procedure for protection of carbohydrate substrates and its application for one-pot preparation of glycosyl building blocks. The reported procedure features the use of polymethylhydrosiloxane (PMHS) as a sub-stoichiometric reducing agent, which prevents the transilylation side reaction and improves the efficiency of the reductive etherification method. Application of the PMHS reductive etherification procedure for one-pot protecting group manipulation are described.

Original language	English
Pages (from-to)	3135-3141
Number of pages	7
Journal	Organic and Biomolecular Chemistry
Volume	18
Issue number	16
DOIs	https://doi.org/10.1039/d0ob00252f
State	Published - 28 Apr 2020

Access to Document

10.1039/d0ob00252f

Cite this

@article{500ff6daad64440abbd8c34efab8e092,

title = "Sub-stoichiometric reductive etherification of carbohydrate substrates and one-pot protecting group manipulation",

abstract = "In this study, we report a new reductive etherification procedure for protection of carbohydrate substrates and its application for one-pot preparation of glycosyl building blocks. The reported procedure features the use of polymethylhydrosiloxane (PMHS) as a sub-stoichiometric reducing agent, which prevents the transilylation side reaction and improves the efficiency of the reductive etherification method. Application of the PMHS reductive etherification procedure for one-pot protecting group manipulation are described.",

author = "Chen, {Chiao Wen} and Wang, {Ching Chi} and Li, {Xin Ru} and Henryk Witek and Mong, {Kwok Kong Tony}",

note = "Publisher Copyright: {\textcopyright} 2020 The Royal Society of Chemistry.",

year = "2020",

month = apr,

day = "28",

doi = "10.1039/d0ob00252f",

language = "English",

volume = "18",

pages = "3135--3141",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

number = "16",

}

TY - JOUR

T1 - Sub-stoichiometric reductive etherification of carbohydrate substrates and one-pot protecting group manipulation

AU - Chen, Chiao Wen

AU - Wang, Ching Chi

AU - Li, Xin Ru

AU - Witek, Henryk

AU - Mong, Kwok Kong Tony

PY - 2020/4/28

Y1 - 2020/4/28

N2 - In this study, we report a new reductive etherification procedure for protection of carbohydrate substrates and its application for one-pot preparation of glycosyl building blocks. The reported procedure features the use of polymethylhydrosiloxane (PMHS) as a sub-stoichiometric reducing agent, which prevents the transilylation side reaction and improves the efficiency of the reductive etherification method. Application of the PMHS reductive etherification procedure for one-pot protecting group manipulation are described.

AB - In this study, we report a new reductive etherification procedure for protection of carbohydrate substrates and its application for one-pot preparation of glycosyl building blocks. The reported procedure features the use of polymethylhydrosiloxane (PMHS) as a sub-stoichiometric reducing agent, which prevents the transilylation side reaction and improves the efficiency of the reductive etherification method. Application of the PMHS reductive etherification procedure for one-pot protecting group manipulation are described.

UR - http://www.scopus.com/inward/record.url?scp=85084167665&partnerID=8YFLogxK

U2 - 10.1039/d0ob00252f

DO - 10.1039/d0ob00252f

M3 - Article

C2 - 32255139

AN - SCOPUS:85084167665

SN - 1477-0520

VL - 18

SP - 3135

EP - 3141

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 16

ER -

Sub-stoichiometric reductive etherification of carbohydrate substrates and one-pot protecting group manipulation

Abstract

Access to Document

Other files and links

Fingerprint

Cite this