116558-83-9Relevant articles and documents
Efficient carboazidation of alkenes using a radical desulfonylative azide transfer process
Weidner, Karin,Giroult, Andre,Panchaud, Philippe,Renaud, Philippe
supporting information; experimental part, p. 17511 - 17515 (2011/02/23)
The radical-mediated carboazidation of terminal alkenes using electrophilic alkanesulfonyl azides is reported. A single reagent delivers the necessary electrophilic alkyl radical as well as the azido group, and good yields are obtained by using a moderate excess of the carboazidating reagent (1.5-2 equiv). Interestingly, in addition to the starting sulfonyl azide, this method requires only the use of a radical initiator, di-tert-butyldiazene. In terms of atom economy, this azide transfer reaction is close to ideal, as SO2 (1 equiv) is the only side product. The synthetic potential of this process has been demonstrated by a formal synthesis of the alkaloid lepadiformine C.
Acyl Nitronates in Organic Synthesis. An Expeditious Synthesis of 2,5-Dialkylpyrrolidines and 2,5-Dialkylpyrrolines Including Ant Venom Alkaloids
Miyashita, Masaaki,Awen, Bahlul Z. E.,Yoshikoshi, Akira
, p. 239 - 242 (2007/10/02)
Acetyl nitronates (acetic nitronic anhydrides), readily obtainable from ketones and nitroalkenes, have been demonstrated to serve as potentially useful intermediates for the synthesis of 2,5-dialkylpyrrolidines and 2,5-dialkylpyrrolines, and a short-step synthesis of some ant venom alkaloids has been accomplished via these acetyl nitronates.
Synthesis of (±)-trans-2.5-dialkylpyrrolidines from the Lukes-Sorm dilactam: Efficient preparation of (±)-trans-2-butyl-5-heptylpyrrolidine and analogs present in ant venoms
Gessner,Takahashi,Brossi,Kowalski,Kaliner
, p. 2003 - 2010 (2007/10/02)
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