First Synthesis of 4'-Selenonucleosides Showing Unusual Southern Conformation

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• 作者：Lak Shin Jeong ; Dilip K. Tosh ; Hea Ok Kim ; Ting Wang ; Xiyan Hou ; Ho Seop Yun ; Youngjoo Kwon ; Sang Kook Lee ; Jungwon Choi ; Long Xuan Zhao
• 刊名：Organic Letters
• 出版年：2008
• 出版时间：January 17, 2008
• 年：2008
• 卷：10
• 期：2
• 页码：209 - 212
• 全文大小：79K
• 年卷期：v.10,no.2(January 17, 2008)
• ISSN：1523-7052

文摘

The first synthesis of 4'-selenonucleosides was achieved using a Pummerer-type condensation as a key step. All stereoelectronic effectsshown in 4'-oxonucleosides were overwhelmed by the size of selenium and steric interactions, driving the conformation to the C2'-endo/C3'-exo twist (Southern) conformation.