17875-18-2Relevant articles and documents
Dimethylamine adducts of allylic triorganoboranes as effective reagents for Petasis-type homoallylation of primary amines with formaldehyde
Kuznetsov, Nikolai Yu.,Tikhov, Rabdan M.,Strelkova, Tatiana V.,Bubnov, Yuri N.
supporting information, p. 7115 - 7119 (2018/10/23)
Dimethylamine adducts of triallyl-, triprenyl- and trans-cinnamyl(dipropyl)borane are effective reagents for mild homoallylation of primary amines with aqueous formaldehyde in MeOH without an inert atmosphere. A new concept is proposed for the explanation of the high stability of allylborane-amine adducts in aqueous MeOH.
Chiral 1,2-dialkenyl diaziridines: Synthesis, enantioselective separation, and nitrogen inversion barriers
Zawatzky, Kerstin,Kamuf, Matthias,Trapp, Oliver
, p. 156 - 162 (2015/03/04)
Trans-1,2-Disubstituted diaziridines form stable enantiomers at ambient conditions because of the two stereogenic pyramidal nitrogen atoms. Functionalized trans-1,2-disubstituted diaziridines can be utilized as a chiral switching moiety between two enantiomeric states in more complex molecular structures. However, the synthesis of functionalized diaziridines is quite challenging, because of the limited tolerance of reaction conditions that can be applied. Here we present a strategy to make trans-1,2-disubstituted diaziridines accessible as versatile building blocks in C-C-bond formations, i.e., the Heck reaction, and therefore introducing aryl substituents. The synthesis of trans-1,2-dialkenyl diaziridines with terminal alkenyl substituents and their stereodynamic properties are described.
Synthesis of 3-oxoazacyclohept-4-enes by ring-closing metathesis. Application to the synthesis of an inhibitor of cathepsin K
Taillier, Catherine,Hameury, Thomas,Bellosta, Veronique,Cossy, Janine
, p. 549 - 554 (2007/10/03)
The ring-closing metathesis allows the formation of 3-oxoazacyclohept-4-enes from but-3-enamine. By using this methodology, the synthesis of an inhibitor of cathepsin K was achieved in 10 steps from but-3-enamine.