A simple modification to prevent side reactions in Swern-type oxidations using Py·SO3

Organic Process Research and Development

Volumn 10, Issue 1, 2006, Pages 163-164

  Chen, Lijian ^a   Lee, Steven ^a   Renner, Matt ^a   Tian, Qingping ^a   Nayyar, Naresh ^a  

^a PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33344472707     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op0502203     Document Type: Article

References (4)

1. Parikh, J. R.; Doering, W. E. J. Am. Chem. Soc. 1967, 89, 5505-5507.
2. The NMR spectrum clearly shows two sets of pyridine proton signals, although chemical shifts change from time to time, depending on salt ratio.
3. Tian, Q.; Nayyar, N. K.; Babu, S.; Chen, L.; Tao, J.; Lee, S.; Tibbetts, A.; Moran, T.; Liou, J.; Guo, M.; Kennedy, T. P. Tetrahedron Lett. 2001, 42, 6807.
4. 3, the amount may vary. If racemization is not a concern, the second portion of the base could be added with the first one.