74976-66-2Relevant articles and documents
Palladium-catalyzed additions of terminal alkynes to acceptor alkynes
Trost, Barry M.,Sorum, Mark T.,Chan, Chuen,Harms, Arthur E.,Rühter, Gerd
, p. 698 - 708 (2007/10/03)
The development of addition reactions wherein the product is the simple sum of the reactants plus anything else (only needed catalytically) constitutes an important goal for enhanced synthetic efficiency. The C-H bond of terminal alkynes (the donor alkyne
Preparation of (7Z) - and (7Z,11Z) - Vitamin A
Soukup,Widmer
, p. 4117 - 4118 (2007/10/02)
An efficient access to (7Z)- and (7Z,11Z)-vitamin A is described. Following the addition of a C6-acetylenic building block to 2,6,6-trimethylcyclohexanone (2), dehydration of the tert. alcohol 3 and formation of the C15-Wittig salt, the (7Z)-geometry was introduced by partial hydrogenation of the triple bond over Raney-nickel. Following Wittig reaction with (E)-2-methyl-4-acetoxy-2-butenal gave a mixture of the title compounds 8 and 9 which could easily be separated.