128693-93-6Relevant academic research and scientific papers
Anion Reactions of 1,3-Dithiane 1,3-Dioxide with Carbonyl Compounds: High Diastereoselectivity with Aromatic Aldehydes under Conditions of Equilibrium Control
Aggarwal, Varinder K.,Franklin, Richard,Maddock, John,Evans, Graham R.,Thomas, Abraham,et al.
, p. 2174 - 2182 (2007/10/02)
We have investigated the anion chemistry of trans-1,3-dithiane 1,3-dioxide (4) with aldehydes and ketones, and we have found that this reagent undergoes highly selective addition reactions with aromatic aldehydes but only when reactions are under equilibr
Synthesis, X-Ray Crystal Structure, Equilibration Studies and Anion Chemistry of trans-1,3-Dithiane 1,3-Dioxide
Aggarwal, Varinder K.,Davies, Ian W.,Franklin, Richard J.,Maddock, John,Mahon, Mary F.,Molloy, Kieran C.
, p. 662 - 664 (2007/10/02)
trans-1,3-Dithiane 1,3-dioxide, prepared by stereoselective oxidation of 1,3-dithiane has been found to be thermodynamically more stable than the cis-isomer by equilibration studies using N2O4 and has been found to undergo highly selective (20:1) aldol ty
Highly stereoselective addition reactions of metallated trans-1,3-dithiane-1,3-dioxide to aldehydes
Aggarwal, Varinder K.,Franklin, Richard J.,Rice, Martin J.
, p. 7743 - 7746 (2007/10/02)
The sodium anion of trans-1,3-dithiane-1,3-dioxide reacts with unhindered aromatic and heteroaromatic aldehydes to give adducts with 95:5 to 97:3 diastereoselectivity.
Additions of aldehydes to metallated trans-1,3-dithiane-S,S-dioxide under conditions of kinetic and thermodynamic control
Aggarwal,Davies,Maddock,Mahon,Molloy
, p. 135 - 138 (2007/10/02)
The chiral acyl anion equivalent (1) can be metallated with n-BuLi/py and reacts with aldehydes to give adducts in high yield. At -78°C the reaction is under kinetic control whereas at 0°C equilibration occurs with PhCHO and t-BuCHO resulting in good yields of single diastereoisomers.
