ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Synthesis of Terminal Acetylenic Sugars Derivatives and Ynuronic Acids Derivatives by Use of a Wittig ReactionThe method described for the preparation of terminal acetylenic sugars presents two advantages over earlier procedures: no new asymmetric center is created and the chain can be extended by one or more C-atoms. The method also allows preparation of ynuronic acids. The aldehydosugars derivatives 1-7 gave in good to excellent yields the corresponding gem-dibromoenoses 8-14 from which either the terminal acetylenic sugars derivatives 15-21 or the ynuronic acids 22-24 were easily prepared. A few examples of 1,3-dipolar cycloadditions (leading to 28-30) with these acetylenic sugar derivatives are also described.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19800630509