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The First Chemical Synthesis of a Cyclodextrin Heteroduplex
Author(s) -
Bistri Olivia,
Lecourt Thomas,
Mallet JeanMaurice,
Sollogoub Matthieu,
Sinaÿ Pierre
Publication year - 2004
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.200490004
Subject(s) - heteroduplex , chemistry , sonogashira coupling , cyclodextrin , beta (programming language) , ring closing metathesis , metathesis , combinatorial chemistry , stereochemistry , ring (chemistry) , alpha (finance) , dna , biochemistry , organic chemistry , catalysis , polymerization , palladium , programming language , medicine , polymer , construct validity , nursing , computer science , patient satisfaction
The synthesis of the first heteroduplex of cyclodextrin (CD) 11 , i.e. , a compound in which the two primary rims of α ‐ and β ‐CDs are doubly connected, was achieved. The selected strategy involved a Sonogashira coupling of propargylated β ‐CD 6 and iodo‐alkenyl α ‐CD 4 to singly connect the two CDs. A ring‐closing metathesis (RCM) of the heterodimer 9 afforded the second bridge, final deprotection and reductions giving acces to 11 .
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