1004987-43-2Relevant academic research and scientific papers
Second generation CaSH (Camphor Sulfonyl Hydrazine) organocatalysis. asymmetric diels-alder reactions and isolation of the catalytic intermediate
Li, Qinghua,Wong, Wai-Yeung,Chan, Wing-Hong,Lee, Albert W. M.
supporting information; experimental part, p. 2142 - 2146 (2010/11/16)
In one step, the well known chiral auxiliary, Oppolzer's camphor sultam, is turned into the new generation camphor sulfonyl hydrazine (CaSH II) organocatalyst. With the primary hydrazine functionality external to the tricyclic structure, CaSH II is active
Oxazaborolidinone-catalyzed enantioselective Diels-Alder reaction of acyclic α,β-unsaturated ketones
Singh, Ram Shanker,Adachi, Shinya,Tanaka, Fumi,Yamauchi, Toyonao,Inui, Chieko,Harada, Toshiro
, p. 212 - 218 (2008/09/18)
(Chemical Equation Presented) allo-Threonine-derived O-acyl-β-phenyl- oxazaborolidinones are demonstrated to be powerful and highly enantioselective Lewis acid catalysts for the Diels-Alder reaction of simple acyclic enone dienophiles, expanding the scope of ketone dienophiles and dienes. With 10 to 20 mol % of catalyst, the Diels-Alder adducts are obtained in 76-98% ee with high endo-selectivity. The catalyst exhibits high activity for the reaction with the less reactive β-substituted dienophiles and the less reactive 1,3-cycohexadiene and 1,3-butadiene derivatives. The application of the catalysts to the Diels-Alder reaction of furan is also described.
