60631-76-7Relevant academic research and scientific papers
Asymmetric diels-alder reactions of α,β-unsaturated aldehydes catalyzed by a diarylprolinol silyl ether salt in the presence of water
Hayashi, Yujiro,Samanta, Sampak,Gotoh, Hiroaki,Ishikawa, Hayato
supporting information; experimental part, p. 6634 - 6637 (2009/03/12)
(Chemical Equation Presented) Water, water, everywhere: The title reaction predominantly affords the exo isomer with excellent enantioselectivity (see scheme; TMS=trimethylsilyl). The synthesis can be carried out without organic solvents and provides the products by distillation. Water increases the rate and enantioselectivity of the reaction.
DIELS-ALDER REACTIONS OF ISOPRENE AND 1,3-BUTADIENE WITH NITROHEPTENES DERIVED FROM SUGARS
Roman, Emilio,Banos, Manuel,Gutierrez, Juan I.,Serrano, Jose A.
, p. 703 - 722 (2007/10/02)
The Diels-Alder cycloadditions of 1,3-butadiene and isoprene with D-galacto- and D-manno-(E)-nitroalkenes are described.These reactions showed an unlike stereoselectivity, as a consequence of the configuration of the adjacent chiral centre to the dienophilic double bond.For isoprene adducts, the favored regioisomers were those in which the nitro and the methyl groups on cyclohexene rings are in a 1,4-relationship.Assignment of absolute configurations at the new chiral centres in the adducts were based on NMR data and polarimetric correlations with known compounds.
