207298-22-4Relevant articles and documents
Total synthesis of epothilone D by sixfold ring cleavage of cyclopropanol intermediates
Hurski, Alaksiej L.,Kulinkovich, Oleg G.
experimental part, p. 3497 - 3500 (2010/09/05)
The ring-opening or ring fragmentation reactions of cyclopropanol intermediates are used in the total synthesis of epothilone D for the creation of trisubstituted double bonds, an ethyl ketone functionality, as well as for the protection of carboxylic and ester groups. Epothilone D is obtained in 1.6% overall yield (24 steps in the longest linear sequence) starting from (R)-methyl 2,3-O-isopropylideneglycerate. The key cyclopropanol intermediates are efficiently obtained by titanium(IV)-catalyzed reactions of readily available esters with Grignard reagents. Crown Copyright
A Convenient Method for Preparation of Divinyl Diketones from Esters of Dicarboxylic Acids
Kulinkovich, O. G.,Bagutskii, V. V.
, p. 830 - 834 (2007/10/03)
1,n-Bis(1-hydroxycyclopropyl)alkanes prepared by the action of excess of ethylmagnesium bromide on esters of dicarboxylic acids under catalysis of titanium(IV) isopropoxide as a catalyst after successive bromination and dehydrobromination are smoothly converted into the corresponding divinyl diketones.
