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Stereospecific synthesis of carbocyclic nucleosides from 2-azabicyclo-[2.2.1]heptan-3-ones via sodium borohydride mediated carbon-nitrogen bond cleavage

✍ Scribed by Nobuya Katagiri; Makoto Muto; Chikara Kaneko


Book ID
104229694
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
245 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis


New synthons for carbocyclic nucleosides have been synthesized from 2-azabicyclo[2.2.l]hept-5-en-3-one readily available from cyclopentadiene, through introduction of an electron-withdrawing substituent at the 2-position followed by reduction with sodium borohydride.

Previously, we have synthesized the adducts B by Diels-Alder reaction of