Concepedia

The synthesis of (4R-cis)-1,1-dimethylethyl 6-cyanomethyl-2,2-dimethyl-1,3-dioxane-4-acetate, a key intermediate for the preparation of CI-981, a highly potent, tissue selective inhibitor of HMG-CoA reductase

Philip L. Brower, Donald E. Butler, Carl F. Deering, Tung Le, Alan Millar, Thomas N. Nanninga, Bruce D. Roth

Tetrahedron Letters · 1992 · 99 citations · 27 references

Concepts

Medicinal ChemistryKey IntermediateAldo-keto ReductaseBiochemistryHmg-coa ReductaseMedicineNatural SciencesSelective InhibitorDrug DevelopmentPharmacologyPharmaceutical ChemistryDrug DiscoveryNatural Product Synthesis

References

27

1,3- diastereoselective reduction of β-hydroxyketones utilizing alkoxydialkylboranes

Kau-Ming Chen, G. E. HARDTMANN, Kapa Prasad et al. · Tetrahedron Letters · 1987 · 430 citations

1,3- Diastereoselective Reduction, Organic Chemistry, Chemistry +2

Stereoselective reduction of β hydroxyketones to 1,3-diols highly selective 1,3-asymmetric induction via boron chelates

Koichi Narasaka, Fong-Chang Pai · Tetrahedron · 1984 · 338 citations

β Hydroxyketones, Boron Chelates, Organic Chemistry +7

<i>C</i>‐Acylation under Virtually Neutral Conditions

Dee W. Brooks, Linda D. L. Lu, Satoru Masamune · Angewandte Chemie International Edition in English · 1979 · 235 citations

Bioorganic Chemistry, Engineering, Organic Chemistry +17

Inhibitors of cholesterol biosynthesis. 3. Tetrahydro-4-hydroxy-6-[2-(1H-pyrrol-1-yl)ethyl]-2H-pyran 2-one inhibitors of HMG-CoA reductase. 2. Effects of introducing substituents at positions three and four of the pyrrole nucleus

Bruce D. Roth, C. John Blankley, Alexander Chucholowski et al. · Journal of Medicinal Chemistry · 1991 · 183 citations · Full text

(R)- and (S)-2-acetoxy-1,1,2-triphenylethanol - effective synthetic equivalents of a chiral acetate enolate

Manfred Braun, Ralf Devant · Tetrahedron Letters · 1984 · 126 citations

Engineering, Chiral Acetate Enolate, Organic Chemistry +7