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Simple approach to O-protected deaminotunicaminyluracil

โœ Scribed by Wojciech Karpiesiuk; Anna Banaszek


Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
636 KB
Volume
50
Category
Article
ISSN
0040-4020

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โœฆ Synopsis


Almlrack A five-step synthesis of dcsminotanicamtnyhuacil is presented Coupling of the ylkie. gmemted from the pbosphoniam salt 4. with the akiehyde 5 afforded the undecose 6 in high yield. The key step in this syntbis was the bydroboration-oxidatiotioo reaction of the olefin 6. For this purpbse several hydroboradng reagents wae examined. The diboraneTHP reagent led to the desired deaminotunicamioe derivative 8, as the predominant product. Condensation of uodecose 8c with 1,3di-O-tfimetJ~ylsilylaracil gave the title compound.


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