1300614-08-7Relevant academic research and scientific papers
Stereochemically controlled asymmetric 1,2-reduction of enones mediated by a chiral sulfoxide moiety and a lanthanum(III) ion
Motohashi, Shigeyasu,Nagase, Kouichi,Nakakita, Toshinori,Matsuo, Takeshi,Yoshida, Yoshikazu,Kawakubo, Takashi,Miura, Motofumi,Toriyama, Masaharu,Barybin, Mikhail V.
, p. 3922 - 3936 (2011)
Enantiomerically pure (Z)-β-sulfinyl allylic alcohols of either handedness can be readily prepared from (Z)-β-sulfinyl enones using NaBH4 or DIBAL reductants in the presence of LaCl3 as a chelating agent. A chiral sulfoxide auxiliary induces the remote 1,2-asymmetric reduction (1,4-induction) to afford various chiral allylic alcohols in high yields with excellent stereoselectivities (up to 100% de).
