74684-63-2Relevant articles and documents
HIGHLY REGIO AND CHEMOSELECTIVE RING OPENING OF EPOXIDES WITH TRIMETHYLSILYL AZIDE IN THE PRESENCE OF ALUMINIUM ISOPROPOXIDE AND TITANIUM ISOPROPOXIDE
Sutowardoyo, Kun I.,Emziane, Mohamed,Lhoste, Paul,Sinou, Denis
, p. 1435 - 1446 (1991)
The ring-opening of functionalized epoxides with trimethylsilyl azide in the presence of a catalytic amount of Ti(O-i-Pr)4 or Al(O-i-Pr)3 is described.The reaction is stereospecific and highly regiospecific, leading generally to the formation of the carbon-azido bond on the less substituted carbon.The mechanism of this reaction is also discussed.
Bronsted acid-catalyzed desymmetrization of meso-aziridines
Rowland, Emily B.,Rowland, Gerald B.,Rivera-Otero, Edwin,Antilla, Jon C.
, p. 12084 - 12085 (2008/04/11)
The enantioselective ring-opening of meso-aziridines with azide nucleophiles proceeded in the presence of a catalytic amount of a chiral phosphoric acid catalyst. The reaction affords the formation of the products in excellent yield and enantioselectivity. Preliminary mechanistic studies indicate that the active catalytic species is a chiral silane that is generated in situ. Copyright