1079070-99-7Relevant academic research and scientific papers
Chiral thiourea derivatives as organocatalyts in the enantioselective Morita- Baylis-Hillman reactions
Aydin, A. Ebru
, (2020/08/28)
Novel chiral bifunctional thiourea derivatives have been synthesised and successfully applied to the intermolecular Morita-Baylis-Hillman (MBH) reaction of an aromatic aldehyde with methyl vinyl ketone (MVK) and to the intramolecular MBH reaction of ω-for
Methods for the synthesis of chiral sulfur heterocycles and their application in the asymmetric Baylis-Hillman reactions
Periasamy, Mariappan,Gurubrahamam, Ramani,Muthukumaragopal, Gopal P.
, p. 568 - 574 (2013/06/27)
Enantiomerically pure (2S,6S)-2,6-diphenyltetrahydro-2H-thiopyran, (2S)-2-phenyltetrahydro thiophene, and (2S)-2-phenyltetrahydro-2H-thiopyran were prepared in 70-72% yields and with 86-99% ee via cyclization of the corresponding dimesylate in an SN2 cyclization reaction using sodium sulfide nonahydrate. The results on the application of various chiral sulfides in asymmetric Baylis-Hillman reactions are also described.
Chiral 3-aminopyrrolidines as a rigid diamino scaffold for organocatalysis and organometallic chemistry
Pouliquen, Mickael,Blanchet, Jerome,Paolis, Michael De,Rema Devi,Rouden, Jacques,Lasne, Marie-Claire,Maddaluno, Jacques
experimental part, p. 1511 - 1521 (2010/11/02)
Over 20 new and easily prepared diamines were screened for the asymmetric Morita-Baylis-Hillman reaction. Chiral non-racemic 3-(N,N-dimethylamino)-1- methylpyrrolidine was found to promote efficiently the reaction of methyl vinyl ketone and substituted benzaldehydes. Enantiomeric excesses up to 73% were reached with electron-deficient benzaldehyde derivatives. After a simple deprotonation, one of these diamines was transformed into a chiral mixed aggregate for the enantioselective synthesis of (R)-1-o-tolylethanol with 76% ee.
Chiral phosphinothiourea organocatalyst in the enantioselective Morita-Baylis-Hillman reactions of aromatic aldehydes with methyl vinyl ketone
Yuan, Kui,Zhang, Lei,Song, Hong-Liang,Hu, Yinjun,Wu, Xin-Yan
supporting information; experimental part, p. 6262 - 6264 (2009/04/04)
A new class of chiral phosphinothioureas has been developed as efficient organocatalyst for the enantioselective Morita-Baylis-Hillman reaction of aromatic aldehydes with methyl vinyl ketone. The reaction proceeds under very mild conditions to afford the
