ChemInform Abstract: Optimized Catalysts for the Asymmetric Addition of Trimethylsilyl Cyanide to Aldehydes and Ketones.

Belokoń, Yuri N.; Green, Brendan; Ikonnikov, N. S.; North, Michael; Parsons, Teresa; Tararov, Vitali I.

doi:10.1002/chin.200121055

Cited by 1 publication

(1 citation statement)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[8][9][10][11][12][13] Over the last two decades, attempts were made to achieve chirally pure cyanohydrins of aldehydes through chiral catalytic route with different sources of cyanide viz., trimethylsilyl cyanide (TMSCN), hydrogen cyanide, and KCN. Among different catalysts used V(V) salen complex has revealed remarkable results in terms of enantio-induction for O-trimethylsilyl cyanohydrins with TMSCN [18][19][20][21] as a cyanide source. However, the product O-trimethylsilyl cyanohydrins are less stable and can readily undergo hydrolysis to give cyanohydrins that are prone to racemization.…”

Section: Introductionmentioning

confidence: 99%

Enantioselective cyanoformylation of aldehydes catalyzed with solid base mediated chiral V(V) salen complexes

et al. 2009

View full text Add to dashboard Cite

Polymeric and monomeric V(V) chiral salen complexes-catalyzed enantioselective ethyl cyanoformylation of aldehydes using ethyl cyanoformate as a source of cyanide was accomplished in the presence of several basic cocatalysts viz., NaOH, KOH, basic Al2O3 and hydrotalcite. Excellent yield (>95%) of chiral ethyl cyanohydrincarbonate with high enantioselectivity up to 94% was achieved in 24-36 h when hydrotalcite was used as an additive. The polymeric catalyst 1 is more reactive than the monomeric catalyst 2 to produce chiral ethyl cyanohydrincarbonate in high optical purity. The chiral polymeric catalyst 1 and cocatalysts hydrotalcite and basic alumina used in this study were recoverable and recyclable several times with retention of its performance.

show abstract