Chemical and Pharmaceutical Bulletin p. 1078 - 1083 (1998)
Update date:2022-07-29
Topics:
Arai, Yoshitsugu
Masuda, Tsutomu
Masaki, Yukio
Two types of chiral sulfoxides as Diels-Alder dienophiles were synthesized and high levels of diastereoselectivity were observed in cycloadditions. 2-Furyl and 2-thienyl α,β-enones, bearing a chiral sulfinyl group in the heterocycle, served as efficient dienophiles in Diels-Alder reactions, where the catalytic use of aluminium chloride or a lanthanide triflate effected the cycloaddition with cyclopentadiene affording the endo adduct with high diastereoselectivity, ranging from 91% to 98%.
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Doi:10.1007/BF00486771
()Doi:10.1055/s-1998-1796
(1998)Doi:10.1021/ja01133a006
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(1934)Doi:10.1021/jacs.5b07123
(2015)Doi:10.1039/a804198i
(1998)
