5492-70-6Relevant academic research and scientific papers
Endo-selective asymmetric inverse electron-demand 1,3-dipolar cycloaddition reaction of nitrones
Ashizawa, Tomoko,Ohtsuki, Natsuki,Miura, Tomoyuki,Ohya, Makoto,Shinozaki, Takaomi,Ikeno, Taketo,Yamada, Tohru
, p. 1801 - 1810 (2007/10/03)
In the presence of a catalytic amount of the optically active cobalt(III) hexafluoroantimonate, the inverse electron-demand 1,3-dipolar cycloaddition reaction of dihydrofuran with nitrones bearing an electron-withdrawing group effectively proceeded to aff
The reaction of α- and ω-methylenelactams with nitrones. Influence of electronic and geometric factors on the stereoselectivity of their 1,3-dipolar cycloaddition
Rigolet, Severinne,Melot, Jean Marie,Vebrel, Joel,Chiaroni, Angele,Riche, Claude
, p. 1095 - 1103 (2007/10/03)
Various four to six-membered ring α- and ω-methylenelactams 1-5 were reacted with nitrones 6 and afforded good yields of spiroadducts 7-12 through a regiospecific [3 + 2] cycloaddition. Owing to the creation of at least two new asymmetric centres, mixtures of diastereoisomers were usually obtained whose structures were established by two-dimensional NOESY experiments or X-ray crystallography. Among the dipolarophiles, 3-methyleneazetidin-2-ones 1 yielded adducts with a very high stereoselectivity. A similar behaviour was also observed with α-benzoylnitrone 6a as a 1,3-dipole. Electronic and geometric interactions of the reagents 1-5 and 6 in the course of the cycloaddition process were discussed in order to account for the experimental stereochemical outcomes.
On the Stereoselectivity of Nitrone Addition to α-Diphenylphosphinoylalkenes
Armstrong, Susan K.,Collington, Eric W.,Stonehouse, Jon,Warren, Stuart
, p. 2825 - 2832 (2007/10/02)
The title reaction was investigated for both achiral and α-chiral alkenes 1-3, and for cyclic and acyclic nitrones 4 and 8.In each case, addition to allyldiphenylphosphine oxide 1 gave a single isoxazolidine product.The configurations of these isoxazolidi
SELENONIUM MONOKETOYLIDES IN THE SYNTHESIS OF 4- and 5-SPIROISOXAZOLIDINES
Magdesieva, N. N.,Sergeeva, T. A.
, p. 1382 - 1386 (2007/10/02)
Preparative methods have been developed for the synthesis of 4- and 5-spiroisoxazolidines by the reaction of C-benzoyl-N-phenylnitrone with methylenecycloalkanes and 2-arylmethyleneindanediones.The reaction of the nitrone with methylenecycloalkanes proceeds with steric specifity.Two epimeric isoxazolidines are formed in the presence of a substituent in the phenyl ring of the arylmethyleneindanedione.
