Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F13%3A10159271" target="_blank" >RIV/00216208:11310/13:10159271 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1021/jo301656p" target="_blank" >http://dx.doi.org/10.1021/jo301656p</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/jo301656p" target="_blank" >10.1021/jo301656p</a>

Result language

angličtina

Original language name

Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis

Original language description

Regioselective alkylation of gamma-cyclodextrin with allyl or propargyl bromide, using optimized reaction conditions, followed by peracetylation of the remaining hydroxyl groups and separation of isomers resulted in the set of peracetylated 2(I)-O-, 3(I)-O- and 6(I)-O-alkylated cyclodextrins in up to 19% yields. Ozonolysis or oxidative cleavage of peracetylated allyl derivatives resulted in a complete set of peracetylated 2(I)-O, 3(I)-O-, and 6(I)-O-formylmethyl or -carboxymethyl derivatives. All of these derivatives are useful precursors for further preparation of regioselectively monosubstituted derivatives of gamma-cyclodextrin.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2013

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of Organic Chemistry

ISSN

0022-3263

e-ISSN

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Volume of the periodical

78

Issue of the periodical within the volume

2

Country of publishing house

CH - SWITZERLAND

Number of pages

5

Pages from-to

697-701

UT code for WoS article

000314008700047

EID of the result in the Scopus database

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