4481-78-1Relevant articles and documents
A novel synthesis of γ,δ-unsaturated aldehydes from α-formyl-γ-lactones
Snowden, Roger L.,Brauchli, Robert,Linder, Simon
experimental part, p. 1216 - 1225 (2011/09/16)
A preparatively useful one-step transformation of γ,γ- disubstituted α-formyl-γ-lactones into trisubstituted γ,δ-unsaturated aldehydes is described, by means of catalytic amounts of either AcOH or AcOEt in the vapor phase over a glass support. A mechanistic rationale is proposed. Copyright
Masked ω-lithio ester enolates: Synthetic applications
Yus, Miguel,Torregrosa, Rosario,Pastor, Isidro M.
, p. 330 - 348 (2007/10/03)
The protocol of lithiation by means of lithium and a catalytic (5% molar) amount of DTBB (4,4'-di-tert-butylbiphenyl), applied to ω-chloro ortho ester 6 under Barbier-type conditions gives, after final acid-catalyzed methanolysis, the corresponding functionalized esters 8 or 9 (for chlorotrimethylsilane as electrophile) or, after ortho ester deprotection and acid catalyzed treatment, the δ-lactones 11. The procedure is also practical for bicyclic ortho esters 14: the β-chloro OBO ester derivate generates the γ-lactones 15 and the γ-chloro OBO ester gives corresponding esters 8.
Rhodium catalysed carbonylation of homoallylic alcohols to spiropyrans bearing quaternary centres
Kitsos-Rzychon, Beate,Eilbracht, Peter
, p. 10721 - 10732 (2007/10/03)
A convenient preparation of substituted-spiropyrans via rhodium catalysed hydroformylation of homoallylic alcohols, followed by a condensation sequence to form hemiacetals and 2,2,3,3-tetraalkyl-4[H]- pyrans, is described.
