Iron-Catalyzed Direct Diazidation for a Broad Range of Olefins
Reported herein is a new iron-catalyzed diastereoselective olefin diazidation reaction which occurs at room temperature (1-5 mol % of catalysts and d.r. values of up to >20:1). This method tolerates a broad range of both unfunctionalized and highly functionalized olefins, including those that are incompatible with existing methods. It also provides a convenient approach to vicinal primary diamines as well as other synthetically valuable nitrogen-containing building blocks which are difficult to obtain with alternative methods. Preliminary mechanistic studies suggest that the reaction may proceed through a new mechanistic pathway in which both Lewis acid activation and iron-enabled redox-catalysis are crucial for selective azido-group transfer. With iron hand: The title reaction proceeds at room temperature and tolerates a broad range of both unfunctionalized and highly functionalized olefins. It also provides a convenient synthetic approach to a variety of nitrogen-containing building blocks. Preliminary mechanistic studies suggest both Lewis acid activation and iron-enabled redox catalysis are crucial for the selective azido-group transfer.
Yuan, Yong-An,Lu, Deng-Fu,Chen, Yun-Rong,Xu, Hao
p. 534 - 538
(2016/02/27)
Synthesis of enantiomerically pure cis- and trans-1,2- diaminoindanes
The four isomers of cis- and trans-1,2-diaminoindanes 5 and 11 were prepared in three steps and high enantiomeric excess by a key lipase- catalyzed selective transesterification of racemic cis-2-azido-1-indanol and trans-1-azido-2-indanol, respectively.
Bit, Christelle,Mitrochkine, Anton A.,Gil, Gerard,Pierrot, Marcel,Reglier, Marius
p. 3263 - 3273
(2007/10/03)
More Articles about upstream products of 218151-48-5