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Showing 1 to 11 of 11 for “"Mitsunobu reaction"”.
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Synthesis of some analogues of n-substituted phthalimide and benzo-tetracyanoquinodimethane
… the intra and intermolecular photochemical reactions of the phthalimide system. It will also be shown that N-(2-hydroxypheny1)phthalimide and N-(2- aminopheny1)phthalimide do not behave in the same photochemical manner as the analogous N-(2-methylpheny1)phthalimide and …
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Synthesis of nitrogen heterocycles via the intramolecular [4+2] cycloaddition of iminoacetonitriles
… as aza dienophiles in intramolecular Diels-Alder reactions, affording substituted quinolizidines and indolizidines. The cycloadducts are formed with a high preference for an exo-orientated cyano group due to the a-amino nitrile anomeric effect. The substrates for these [4+2] cycloadditions are …
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Synthesis of polycyclic heteroaromatic compounds via the intramolecular [4+2] cycloaddition of conjugated hetarenynes and alkynes
… Sonogashira coupling followed in most cases by a Mitsunobu reaction. In the majority of cases metalation of a terminal alkyne with a Grignard reagent and then reaction with various electrophilic reagents allows for the creation of a library of cycloaddition substrates. The scope of the hetarenyne …
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Synthesis of Bicyclic and Tricyclic Analogues of Oxazolidinone
… employing the aziridine-ring-opening and the Mitsunobu reaction, a series of fused bicyclic and tricyclic oxazolidinone-piperazine derivatives have been prepared. Using similar synthetic strategy and subsequent structural modification, the fused tricyclic piperazine analogues of ANB-22/40 have …
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Fused and spiro furanones from tetronic acid synthons: Oxa and azacycles featuring the butenolide ring
Diverse 4-O-allyl tetronates were obtained by reaction of allyl (alpha-hydroxy)carboxylates with keteneylidenetriphenylphosphorane (Ph3PCCO) in a domino reaction (addition – Wittig olefination) and by direct allylation of tetronic acid via Fischer esterification. 3-Allyl tetronic acids were …
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Synthesis Of Natural Product-Based Sphingosine Derivatives
… (±)-30 and (±) -31, via an intramolecular Mitsunobu reaction as a key step. Another crucial technique is the Grubbs' cross-metathesis reaction to the side-chain extension. This reaction provides an opportunity to develop various analogs through side-chain modification. Compound (±)-30 was …
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Synthesis of Resveratrol Esters and Aliphatic Acids.
… diester, 3,5-diacetyloxystilbene <b>(4)</b>. Mitsunobu reaction of 4 and methyl 8-hydroxy-3,6-dioxooctanoate (7) was then carried out to afford methyl 8-(3',5'-diacetyoxystilben-4''-oxy)-3.6-dioxooctanoate <b>(/5)<b>, which was then hydrolyzed to afford <b>9</b> in total 43.6 % yield. …
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Total Synthesis of Lasionectrin and Synthetic Studies Towards Pestaloxazine A
… unsuccessful. Our revised approach involved Mitsunobu reaction of known alcohol 291 and hydroxamate 311 to give hydroxamic acid 309. However, attempts to effect 1,6-hydrogen abstraction with hydroxamic acid 309 to provide the 1,2-oxazine ring system were unsuccessful.
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Total synthesis of naturally occurring glycosylated tetramic acids
… glycosylation followed by a C-2 epimerisation reaction of the sugar moiety, a HWE olefination, an aminolysis reaction to install the L-alanine residue, followed by a Lacey-Dieckman cyclisation. The 7S stereocenter was established using a rhodium based homogeneous catalyst and applying a …
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Design and synthesis of novel biologically active flavones and isoflavones
… ethers either by Williamson ether synthesis or Mitsunobu reaction, depending on the electronic nature of the propynyl aromatic systems which were introduced at the terminal alkyne via Sonogashira coupling. The intramolecular cyclization was carried out through an electrophilic borylative …
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An excursion into the synthesis of novel flavanones
… designated approach was via an asymmetric aldol reaction catalysed by a chiral organocatalyst followed by an intramolecular Mitsunobu reaction. Following a review of the existing methodologies for the synthesis of racemic and asymmetric flavanones and various flavan analogues, an initial model …