735287-46-4Relevant articles and documents
Total synthesis of cryptomoscatone F1 through an asymmetric aldol approach
Ramesh, Perla,Raju, Atla,Fadnavis, Nitin W.
, p. 1251 - 1255 (2015/11/09)
A stereoselective total synthesis of naturally occurring styryl lactone, cryptomoscatone F1 is described. A Mukaiyama asymmetric aldol reaction, Brown's asymmetric allylation, Maruoka asymmetric allylation, and cross metathesis were used as the key steps.
Application of the Cosford cross-coupling protocol for the stereoselective synthesis of (R)-(+)-goniothalamin, (R)-(+)-kavain and (S)-(+)-7,8-dihydrokavain
Sabitha, Gowravaram,Sudhakar,Yadav
, p. 8599 - 8602 (2007/10/03)
An efficient and versatile synthetic method has been developed and utilized for the stereoselective synthesis of (R)-(+)-goniothalamin 1, (R)-(+)-kavain 2 and (S)-(+)-7,8-dihydrokavain 3. Application of the Cosford protocol and direct conversion of aldehydes to β-keto-esters are the key steps in our approach.
Versatile asymmetric synthesis of the kavalactones: First synthesis of (+)-kavain
Smith, Thomas E.,Djang, Mabel,Velander, Alan J.,Downey, C. Wade,Carroll, Kathleen A.,Van Alphen, Sophie
, p. 2317 - 2320 (2007/10/03)
(Equation Presented) Three asymmetric pathways to the kavalactones have been developed. The first method is chiral auxiliary-based and utilizes aldol reactions of N-acetyl thiazolidinethiones followed by a malonate displacement/decarboxylation reaction. The second approach uses the asymmetric catalytic Mukaiyama additions of dienolate nucleophile equivalents developed by Carreira and Sato. Finally, tin-substituted intermediates, prepared by either of these routes, can serve as advanced general precursors of kavalactone derivatives via Pd(0)-catalyzed Stille couplings with aryl halides.
