121441-39-2Relevant articles and documents
An efficient method for the reductive transposition of allylic alcohols
Myers, Andrew G.,Zheng, Bin
, p. 4841 - 4844 (1996)
The Mitsunobu reaction of allylic alcohols with o- nitrobenzenesulfonylhydrazine (NBSH) as nucleophile proceeds at -30 °C with invertive displacement; warming the resultant N-allylic sulfonylhydrazine derivative to 23 °C then leads to allylic diazene formation followed by sigmatropic elimination of dinitrogen. This one-step method for reductive 1,3-transposition is shown to be efficient and highly regio- and stereocontrolled within a wide range of allylic alcohol substrates.
A stereospecific palladium-catalyzed route to monoalkyl diazenes for mild allylic reduction
Movassaghi, Mohammad,Ahmad, Omar K.
supporting information; experimental part, p. 8909 - 8912 (2009/05/26)
(Chemical Equation Presented) One step beyond: The first single-step stereospecific transition-metal-catalyzed conversion of allylic electrophiles into monoalkyl diazenes is described. This synthesis of allylic monoalkyl diazenes offers a new strategy for asymmetric synthesis by the reduction of optically active substrates or the use of chiral catalyst systems. Sensitive substrates are reduced in a highly selective manner. Ar = 2-NO2C 6H2.
