(1S,2S,6S,9S)-6-Methyl-5-oxobicyclo­[4.4.0]decane-2,9-diyl diacetate

The chiral title compound, C15H22O5, is an inter­mediate in the total synthesis of biologically active 9,11-secosterols. In the crystal, the cyclo­hexane rings are trans-fused and both adopt chair conformations. In the crystal, mol­ecules are loosely held together in a layer parallel to (100) by weak inter­molcular C—H⋯O hydrogen bonds accepted by carbonyl O atoms of the acetyl groups

ChemInform Abstract: Bimorpholines as Alternative Organocatalysts in Asymmetric Aldol Reactions

Asymmetric organocatalytic aldol condensation is discussed on the basis of intramolecular and inter-molecular reactions. In addition to the widely used proline and its derivatives an application of the new type of the organocatalyst – bimorpholines in the above-mentioned reactions is described. The new catalyst has a unique C2-symmetric skeleton with four acceptor sites that makes it stereoselective and efficient. Small changes in the structure of the catalyst lead to a remarkable loss of selectivity

Bimorpholines as Alternative Organocatalysts in Asymmetric Aldol Reactions

Asymmetric organocatalytic aldol condensation is discussed on the basis of intramolecular and inter-molecular reactions. In addition to the widely used proline and its derivatives an application of the new type of the organocatalyst – bimorpholines in the above-mentioned reactions is described. The new catalyst has a unique C2-symmetric skeleton with four acceptor sites that makes it stereoselective and efficient. Small changes in the structure of the catalyst lead to a remarkable loss of selectivity

Two Catalytic Methods of an Asymmetric Wittig [2,3]-Rearrangement

Two different approaches for asymmetric catalytic Wittig [2,3]-rearrangement were developed. Allyloxymalonate derivatives were converted into homoallyl alcohols via organocatalytic or Ca²⁺-catalyzed pathways in moderate to high enantioselectivities

CaCl₂, Bisoxazoline, and Malonate: A Protocol for an Asymmetric Michael Reaction

A mild protocol for the asymmetric Michael addition of dimethyl malonate to various α,β-unsaturated carbonyl compounds was developed. The salient feature of this methodology is that a cheap and environmentally friendly Lewis acid, CaCl₂, was used as a catalyst. An aminoindanol- and pyridine-derived ligand provided in the presence of CaCl₂ Michael adducts in moderate to high enantioselectivities. The scope of the reaction was demonstrated