By Gribble Prof , Gordon Gribble , John Joule Prof Gribble Prof
The eighteenth annual quantity of growth in Heterocyclic Chemistry, covers the literature released in the course of 2005 on lots of the very important heterocyclic ring structures. This quantity opens with really expert stories. the 1st, by way of Heui-Yeon Kim and Cheon-Gyu Cho covers 'The Diels-Alder cycloadditions of 3,5-dibromo-2-pyrone and its derivatives'. the second one, through Jean-Luc Girardet and Stanley Lang discusses 'Recent advancements within the chemistry of nucleosides'. the remainder chapters study the 2005 literature at the universal heterocycles so as of accelerating ring dimension and the heteroatoms current. References are included into the textual content utilizing the magazine codes followed by way of finished Heterocyclic Chemistry, and are indexed in complete on the finish of every bankruptcy. integrated within the index are systematic heterocyclic ring method names. * comprises new contributions from specialists within the box * Covers literature released in the course of 2005 on many of the very important heterocyclic ring structures * offers really expert experiences
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Additional resources for A critical review of the 2005 literature preceded by two chapters on current heterocyclic topics
Deprotection via hydrogenation and acidification afforded nucleoside 66 in excellent yield. A carboxylic derivative of all four natural ribonucleosides 67 was synthesized by using TEMPO/BAIB as oxidant <99JOC293>. From this carboxylic acid intermediate, Umino reported the synthesis of N-alkylcarboxamido compounds via displacement of a nitrophenol ester intermediate, made by condensing nitrophenol in the presence of 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide, with the desired alkylamine to yield compound 68 <01JMC208>.
Some unique 5’-deoxy-5’-thiomethyl amino acid derived adenosine derivatives were described by Kehraus <04JMC2243>. 5’-Deoxy-5’-(iodomethylene)adenosine was synthesized by reaction of a sulfone-stabilized phosphonate on a protected adenosine, followed by stannylsulfonylation and iododestannylation to yield compound 79 <06JMC2096>. Several sugar-modified enyne analogs were synthesized by a Sonogashira coupling as shown in 81 <04JMC5251>. The Z analog 82 was also synthesized and is described in the same article.
1 Hydrogen and Oxygen substitutions Keeping the core ribose or 2’-deoxyribose intact, and substituting one hydrogen or oxygen with a different atom has been quite popular in the past 5-6 years. These modifications bring minimum changes to the overall conformation of nucleosides, thus increasing the chances of enzymatic recognition and biological activity. Several nucleoside analogs currently in clinical trial belong to this category. 1 Modifications at C-1’ Only a few C-1’ modifications have been reported in the past few years, one of the reasons being the difficulty of obtaining any stereoselectivity at this anomeric position.