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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthesis of Cyclopropyl Carbocyclic Nucleosides via P(NMe2)3-Mediated Reductive Cyclopropanation
Ke-Xin Huang1, Ya-Xuan Yu1, Zhao-Yang Chen1
1School of Biological and Chemical Engineering, Institute of Biology and Pharmaceutical Research, Nanyang Institute of Technology, Nanyang, Henan 473000, China.
Abstract:
We have successfully developed P(NMe2)3-mediated reductive cyclopropanation, which provides a new, facile, and efficient protocol for the synthesis of cyclopropyl carbocyclic nucleosides, wherein the cyclopropyl group is linked to the nucleobase via a methylene group. This method utilizes safe, commercially available α-keto esters for metal-free cyclopropanation under mild conditions with high yield and diastereoselectivity, demonstrating broad applicability and practical utility in carbocyclic nucleoside synthesis.
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