1,4-addition of lithiated derivatives from 1,3-dithianes to α-unsaturated aldehydes : A way to δ-carbonyl aldehydes
作者:Mahmoud El-Bouz、Lya Wartski
DOI:10.1016/s0040-4039(00)78638-2
日期:1980.1
1,4-Addition of the lithiated derivatives of the 1,3-dithiane and 2-phenyl-1,3-dithiane on α-unsaturated aldehydes is performed in THF-HMPA ; this reaction could be an interesting way to δ-carbonyl aldehydes.
Addition conjuguee de derives lithies de dithianne-1,3 aux aldehydes αβ ethyleniques
作者:L. Wartski、M. El Bouz
DOI:10.1016/0040-4020(82)80108-7
日期:1982.1
In order to synthesize γ carbonyl aldehydes which are interesting precursors in organic synthesis, we examine the action of masked acylanions, the lithiated derivatives from 1,3 dithiane 1a and 2-phenyl-1,3- dithiane on selected unsaturated aldehydes: crotonaldehyde 2, cinnamaldehyde 3 3-methyl butenal 4 and methacrolein 5. In THF 1a leads with the four aldehydes to allylic alcohols. However 1b gives