Synthesis and Characterization of New Pyrospirophosphoranes Containing a P-O-P Bond by the Atherton–Todd Reaction
Xiaohui You
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Search for more papers by this authorLin Qi
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Search for more papers by this authorJia Zheng
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Search for more papers by this authorWang Dai
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Search for more papers by this authorYanchun Guo
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Search for more papers by this authorYufen Zhao
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Department of Chemistry, the College of Chemistry and Chemical Engineering, The Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen, 361005 People's Republic of China China
Search for more papers by this authorCorresponding Author
Shuxia Cao
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Correspondence to: Shuxia Cao; e-mail: [email protected].Search for more papers by this authorXiaohui You
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Search for more papers by this authorLin Qi
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Search for more papers by this authorJia Zheng
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Search for more papers by this authorWang Dai
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Search for more papers by this authorYanchun Guo
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Search for more papers by this authorYufen Zhao
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Department of Chemistry, the College of Chemistry and Chemical Engineering, The Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen, 361005 People's Republic of China China
Search for more papers by this authorCorresponding Author
Shuxia Cao
The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, 450052 People's Republic of China
Correspondence to: Shuxia Cao; e-mail: [email protected].Search for more papers by this authorABSTRACT
The classical Atherton–Todd reaction has been successfully applied to the synthesis of pentacoordinate pyrospirophosphoranes containing a P-O-P bond under mild conditions. The absolute configurations of the products were confirmed by X-ray diffraction analysis and spectroscopic identification. And 31P NMR chemical shifts of the products were correlated with stereochemistry. A possible mechanism for explaining the stereochemistry of the reaction was proposed, and it could well explain the results of the reactions of different pentacoordinate hydrospirophosphoranes.
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