A general method for deprotection of N-toluenesulfonyl aziridines using sodium naphthalenide
SC Bergmeier, PP Seth
Index: Bergmeier, Stephen C.; Seth, Punit P. Tetrahedron Letters, 1999 , vol. 40, # 34 p. 6181 - 6184
Full Text: HTML
Citation Number: 53
Abstract
Deprotection of a variety of N-tosylaziridines with sodium naphthalenide provided the corresponding NH-aziridines in excellent yield. No single electron transfer (SET) induced aziridine ring opening was seen under the conditions employed for the deprotection reaction.
Related Articles:
[Barn; Caulfield; Cottney; McGurk; Morphy; Rankovic; Roberts Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 10 p. 2609 - 2624]
[Das, Biswanath; Reddy, Parigi Raghavendar; Sudhakar, Chithaluri; Lingaiah, Maram Tetrahedron Letters, 2011 , vol. 52, # 27 p. 3521 - 3522]
Brønsted acid-assisted N-alkylation of sulfonamides using ethers as the alkylation reagents
[Shi, Wei; Bai, Chun-Mei; Zhu, Kai; Cui, Dong-Mei; Zhang, Chen Tetrahedron, 2014 , vol. 70, # 2 p. 434 - 438]
A general method for the reductive carbamation and sulfonamidation of aldehydes
[Alexander, Michael D.; Anderson, Robert E.; Sisko, Joseph; Weinreb, Steven M. Journal of Organic Chemistry, 1990 , vol. 55, # 8 p. 2563 - 2564]
[Ghorai, Manas K.; Kumar, Amit; Tiwari, Deo Prakash Journal of Organic Chemistry, 2010 , vol. 75, # 1 p. 137 - 151]