Preparation to 2'-Deoxy-2'-Spirocyclopropylcytidine via an Alternative Cyclopropanation Reaction.

Sébastien Lemaire,Coura Diène,Andrei Gavryushin,Xavier Mollat Du Jourdin, Léa Paolini,Xavier Jusseau,Paul Knochel,Vittorio Farina

The Journal of organic chemistry（2019）

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摘要

Herein we report the preparation of 2'-deoxy2'-spirocyclopropylcytidine via an alternative cyclopropanation reaction starting from gamma-silyl tertiary alcohols. Activation of the hydroxyl function with thionyl chloride in the presence of 4-DMAP allows the ring-closing step under mild conditions. Participation of the uracil moiety in the cyclization step is proposed.

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