87497-88-9Relevant academic research and scientific papers
The [4+2]-Cycloaddition of α-Nitrosoalkenes with Thiochalcones as a Prototype of Periselective Hetero-Diels–Alder Reactions—Experimental and Computational Studies
Mlostoń, Grzegorz,Urbaniak, Katarzyna,Jasiński, Marcin,Würthwein, Ernst-Ulrich,Heimgartner, Heinz,Zimmer, Reinhold,Reissig, Hans-Ulrich
, p. 237 - 248 (2020)
The [4+2]-cycloadditions of α-nitrosoalkenes with thiochalcones occur with high selectivity at the thioketone moiety of the dienophile providing styryl-substituted 4H-1,5,2-oxathiazines in moderate to good yields. Of the eight conceivable hetero-Diels–Ald
SYNTHESIS OF 2-(DIMETHYLALLYL)-N-HYDROXYTRYPTOPHANS FROM INDOLE
Plate, Ralf,Ottenheijm, Harry C. J.
, p. 3755 - 3758 (1986)
A mild and general method for the synthesis of dimethylallyl tryptophan derivatives 11 and 12 is described.Reaction of the 3-(γ,γ-dimethyl-allyl) indoles 7a or 7b with the nitroso olefin 8 yields the cycloadducts 9a (93 percent) and 9b (87percent), respectively.Subsequent treatment of 9a with trifluoroacetic acid affords the 2-(dimethylallyl) tryiptophan derivatives 11a and 12a in a 9:1 ratio (97 percent yield).Isomerisation of 9b gave only 11b (87 percent yield).
Functionalization of dipyrromethanes via hetero-Diels-Alder reaction with azo- and nitrosoalkenes
Pereira, Nelson A.M.,Lemos, Américo,Serra, Arménio C.,Pinho E Melo, Teresa M.V.D.
, p. 1553 - 1557 (2013/03/14)
5,5′-Diethyl- and 5-phenyldipyrromethanes participate in cycloadditions with azo- and nitrosoalkenes giving dipyrromethanes with side chains containing open chain oximes and hydrazones. By controlling reaction stoichiometry it is possible to get mono or 1
Synthesis of some novel tricyclic α-aminoacid esters and potential bioactive compounds via 1,2-prototropy and 1,3-APT cascade reactions
Dondas, H. Ali,Dondas, Naciye Yaktubay
, p. 173 - 180 (2007/10/03)
Some novel cyclic α-aminoacid esters and potential bioactive compounds were prepared via thermal 1,2-prototropy- and 1,3-APT oxime nitrone-1,3-dipolar cycloaddition cascades reactions. This substrate allows the influence of the new stereocentres on the cascade to be assessed with respect to the configuration of the nitrone that is generated and the facial selectivity of the subsequent cycloaddition.
Synthesis of some novel tricyclic α- amino acid esters and potential bioactive compounds via 1,2-prototropy and 1,3-APT cascade reactions
Dondas, H. Ali,Dondas, Naciye Yaktubay
, p. 313 - 318 (2007/10/03)
Some novel cyclic α-aminoacid esters and potential bioactive compounds were prepared via thermal 1,2-prototropy- and 1,3-APT oxime nitrone-1,3-dipolar cycloaddition cascades reactions. This substrate allows the influence of the new stereocentres on the cascade to be assessed with respect to the configuration of the nitrone that is generated and the facial selectivity of the subsequent cycloaddition.
