176381-65-0Relevant academic research and scientific papers
Diastereo- and enantio-selective synthesis of 6-heterosubstituted-3,5-dihydroxyesters: Novel precursors of mevinolin analogues
Enders, Dieter,Burkamp, Frank,Runsink, Jan
, p. 609 - 610 (1996)
The diastereoselective addition of 1,3 -bis(trimethylsilyloxy)-1-methoxybutadiene 2 to readily available α-heterosubstituted aldehydes (S)-1 affords after syn-diastereoselective reduction HMG-CoA-reductase inhibitor-precursors (S,R,S)-4 and 5 with various
α-heterosubstituted aldehydes in organic synthesis. Enantioselective approaches to new analogues of mevinic acids
Enders, Dieter,Burkamp, Frank
, p. 975 - 1006 (2007/10/03)
Various aldol approaches towards the asymmetric synthesis of the lactone moiety of HMG-CoA-reductase inhibitors are described. Auxiliary controlled as well as catalytic aldol reactions resulted only in modest to low selectivities, whereas 1,2-additions to readily available highly enantiomerically enriched α-heterosubstituted aldehydes yielded δ-hydroxy-β-ketoesters with a high degree of diastereocontrol and in good chemical yields. The novel mevinic acid analogues could then be obtained by syn-reduction of the addition products.
