84510-52-1Relevant academic research and scientific papers
Stereoselective Thermal Reactions between (E)-1-Alkoxymethoxybut-2-enyl(tributyl)stannanes and Aldehydes
Pratt, Andrew J.,Thomas, Eric J.
, p. 1521 - 1527 (2007/10/02)
(E)-1-Methoxymethoxybut-2-enyl(tributyl)stannane (6), readily available by the addition of tributylstannyl-lithium to crotonaldehyde and alkylation of the adduct using chloromethyl methyl ether, reacts on heating with aldehydes to give anti-4-hydroxy-3-methyl-cis-1,2-enol ethers.These on hydrolysis and oxidation provide trans-4,5-disubstituted butyrolactones.
On The Use of E-1-Methoxymethoxybut-2-enyl(tri-n-butyl)stannane as a threo-Selective, Homo-enolate Equivalent
Pratt, Andrew J.,Thomas, Eric J.
, p. 1115 - 1117 (2007/10/02)
(E)-1-Methoxymethoxybut-2-enyl(tri-n-butyl)stannane, readily available by addition of tri-n-butylstannyl-lithium to crotonaldehyde, and protection of the alcohol so formed using chloromethyl methyl ether, reacts on heating with aromatic and aliphatic aldehydes to give threo-4-hydroxy-3-methyl-cis-1,2-enol ethers, hydrolysis and oxidation of which provides a stereoselective route to trans-4,5-disubstituted butyrolactones.
