Design and Synthesis of Isonucleosides Constructed on a 2-Oxa-6-thiabicyclo [3.2. 0] heptane Scaffold (1)

…, K Asami, T Imamichi, T Okuda, K Shiraki…

文献索引：Yoshimura, Yuichi; Asami, Kazuhiro; Imamichi, Tomozumi; Okuda, Tomoko; Shiraki, Kimiyasu; Takahata, Hiroki Journal of Organic Chemistry, 2010 , vol. 75, # 12 p. 4161 - 4171

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被引用次数: 11

摘要

A novel method for the design and synthesis of an isonucleoside containing a 2-oxa-6- thiobicyclo [3.2. 0] heptane skeleton is described. 2, 2-Dimethyl-1, 3-dioxan-5-one 13 was converted into a dioxabicyclohexane derivative in six steps. After cleavage of the epoxide group with a thiol (thiophenol or PMB mercaptan), the resulting product was subjected to the Mitsunobu reaction in the presence of a nucleobase. The reaction proceeded via the ...