2fi,4S,5S)-Epiallomuscarine iodide (4) and two new muscarine analogues (5 and 6) have been synthesized from -D-glucose. Fur an ose 10, obtained in 64% overall yield from -D-glucose, was reduced by lithium aluminum hydride to afford a 3:2 mixture of alcohols (11a and lib). Acetylation of 11a gave acetate 13. Hydrolysis of 13 was followed by oxidation to carboxylic acid 14, which upon treatment with oxalyl chloride and subsequent treatment with dimethylamine afforded dimethylamide 15. Reduction of 15 with lithium aluminum hydride
A new class of materials based on a spirodilactam structure has been recently synthesized as part of research into new polymeric materials. Not only is the spirodilactam structure novel, but it was not even the intended product in the synthesis as originally designed. The polymerization process discovered by the reaction of 4‐ketopimelic acid or its corresponding spirodilactone with primary amines opened a new field of polysprodilactam chemistry. This paper describes the chemistry leading to the discovery of spirodilactam‐based polymers and initial applications in the area of thermoplastics and thermosets. Most recent developments to be covered include aromatic spirodilactams and isomeric spirodilactams.
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