386278-53-1Relevant academic research and scientific papers
Gold(I)-catalyzed isomerization of allenyl carbinol esters: An efficient access to functionalized 1,3-butadien-2-ol esters
Buzas, Andrea K.,Istrate, Florin M.,Gagosz, Fabien
, p. 985 - 988 (2007/10/03)
(Chemical Equation Presented) A study concerning the gold(I)-catalyzed rearrangement of diversely substituted allenyl carbinol esters into functionalized 1,3-butadien-2-ol esters is described. The mild conditions employed allow the efficient, rapid, and s
Palladium(II)-catalyzed SN2′ reactions of α-allenic acetates. Stereoconvergent synthesis of (Z,E)-2-bromo-1,3-dienes
Horvath, Attila,Baeckvall, Jan-E.
, p. 8120 - 8126 (2007/10/03)
The reaction of acetylated α-allenic alcohols with LiBr in the presence of 1.5 mol % of Pd(OAc)2 provides easy access to substituted (Z,E)-2-bromo-1,3-dienes in good yields with excellent diaste-reoselectivity. Both secondary and tertiary acetates as well as terminal and nonterminal allenes were studied to investigate the scope and the limitations of the reaction. A mechanism is proposed to clarify how a diastereomeric mixture of the starting compound is transformed into a single diastereomer of the product.
