Selective discrimination of cyclodextrin diols using cyclic sulfates

Marta Petrillo; Lavinia Marinescu; Cyril Rousseau; Mikael Bols

doi:10.1021/ol900413s

Selective discrimination of cyclodextrin diols using cyclic sulfates

Marta Petrillo, Lavinia Marinescu, Cyril Rousseau, Mikael Bols

Kemisk Institut

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › peer review

25 Citationer (Scopus)

Abstract

A method for selective monofunctionalition of readily available cyclodextrin diols (2(A-F),3(A-F),6(B,C,E,F)-hexadeca-O-benzyl-alpha-cyclodextrin and 2(A-G),3(A-G),6(B,C,E-G)-nonadeca-O-benzyl-beta-cyclodextrin) by regioselective nucleophilic opening of their cyclic sulfates is presented. Although the A and D products are nonequivalent in beta-cyclodextrin, only the A product is formed.

Originalsprog	Engelsk
Tidsskrift	Organic Letters
Vol/bind	11
Udgave nummer	9
Sider (fra-til)	1983-5
Antal sider	3
ISSN	1523-7060
DOI	https://doi.org/10.1021/ol900413s
Status	Udgivet - 7 maj 2009

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Citationsformater

@article{231af048b50f48d7a069538e37feb929,

title = "Selective discrimination of cyclodextrin diols using cyclic sulfates",

abstract = "A method for selective monofunctionalition of readily available cyclodextrin diols (2(A-F),3(A-F),6(B,C,E,F)-hexadeca-O-benzyl-alpha-cyclodextrin and 2(A-G),3(A-G),6(B,C,E-G)-nonadeca-O-benzyl-beta-cyclodextrin) by regioselective nucleophilic opening of their cyclic sulfates is presented. Although the A and D products are nonequivalent in beta-cyclodextrin, only the A product is formed.",

keywords = "Alcohols, Azides, Models, Molecular, Molecular Structure, Sulfates, beta-Cyclodextrins",

author = "Marta Petrillo and Lavinia Marinescu and Cyril Rousseau and Mikael Bols",

year = "2009",

month = may,

day = "7",

doi = "10.1021/ol900413s",

language = "English",

volume = "11",

pages = "1983--5",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "9",

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TY - JOUR

T1 - Selective discrimination of cyclodextrin diols using cyclic sulfates

AU - Petrillo, Marta

AU - Marinescu, Lavinia

AU - Rousseau, Cyril

AU - Bols, Mikael

PY - 2009/5/7

Y1 - 2009/5/7

N2 - A method for selective monofunctionalition of readily available cyclodextrin diols (2(A-F),3(A-F),6(B,C,E,F)-hexadeca-O-benzyl-alpha-cyclodextrin and 2(A-G),3(A-G),6(B,C,E-G)-nonadeca-O-benzyl-beta-cyclodextrin) by regioselective nucleophilic opening of their cyclic sulfates is presented. Although the A and D products are nonequivalent in beta-cyclodextrin, only the A product is formed.

AB - A method for selective monofunctionalition of readily available cyclodextrin diols (2(A-F),3(A-F),6(B,C,E,F)-hexadeca-O-benzyl-alpha-cyclodextrin and 2(A-G),3(A-G),6(B,C,E-G)-nonadeca-O-benzyl-beta-cyclodextrin) by regioselective nucleophilic opening of their cyclic sulfates is presented. Although the A and D products are nonequivalent in beta-cyclodextrin, only the A product is formed.

KW - Alcohols

KW - Azides

KW - Models, Molecular

KW - Molecular Structure

KW - Sulfates

KW - beta-Cyclodextrins

U2 - 10.1021/ol900413s

DO - 10.1021/ol900413s

M3 - Journal article

C2 - 19354229

SN - 1523-7060

VL - 11

SP - 1983

EP - 1985

JO - Organic Letters

JF - Organic Letters

IS - 9

ER -