✍ Scribed by André Lubineau; Annie Malleron
No coin nor oath required. For personal study only.
The title compounds are synthesized in one-pot from the easily available sodium salts of unsymmetrical 1,3_dicarbonyl derivatives and chiral alkoxides.
Die&.-Alder additions still play a major role in preparative organic chemistry and asymmetric induction in such reactions represents a challenge in synthetic methodology. Diastereofacial selectivity has been achieved with more or less success using chiraldienesl and/or chiral dienophiles2 and/or chiral catalysts.3 Previously4, Danishefsky described an interesting and powerful improvement by using lanthanide derivatives as catalysts for hetero Diels-Alder reactions. More recently, the simultaneous use of chiral dienes &l a chiral catalyst allowed high asymmetric induction. 5 However such reactions require chiral "Danishefsky-like" dienes prepared from the corresponding ketones &. The usefulness of the method prompts us to report our synthesis of these ketones where the chiral part is introduced in gocd yields from the alcohols ROH as starting material.
📜 SIMILAR VOLUMES
## Abstract The synthesis of a novel series of twelve 4‐(trihalomethyl)dipyrimidin‐2‐ylamines, from the cyclo‐condensation reaction of 4‐(trichloromethyl)‐2‐guanidinopyrimidine, with β‐alkoxyvinyl trihalomethyl ketones, of general formula: X~3~C‐C(O)‐C(R^2^)=C(R^1^)‐OR, where: X = F, Cl; R = Me, Et
## Abstract For Abstract see ChemInform Abstract in Full Text.