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An unprecedented entry to 5,6-dihydroxy-2-azabicyclo[2.2.1]heptan-3-one

โœ Scribed by Christopher F. Palmer; Robin M. Bannister; Ray McCague

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
193 KB
Volume
40
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A catecholborane mediated reaction of the lactam epoxide unexpectedly gave the cis-diol a useful intermediate for adenosine agonists. The origin of this reaction is postulated to arise from the formation ofa boronic anhydride which is transferred to the electron deficient C-6 via transannular attack by the amide nitrogen.

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