Cyanide ion cocatalysis in Ti(salen) catalysed asymmetric cyanohydrin carbonate synthesis

In the presence of potassium cyanide or the potassium cyanide/18-crown-6 complex as a cocatalyst, 1-2 mol% of titanium(salen) complex catalyses the asymmetric addition of achiral cyanoformates to aldehydes, giving cyanohydrin carbonates with high enantiomeric excesses; and catalyses the diastereosel...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2006-01 (16), p.1775-1777
Hauptverfasser: Belokon, Yuri N, Ishibashi, Eisuke, Nomura, Hiroshi, North, Michael
Format: Artikel
Sprache:eng
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Zusammenfassung:In the presence of potassium cyanide or the potassium cyanide/18-crown-6 complex as a cocatalyst, 1-2 mol% of titanium(salen) complex catalyses the asymmetric addition of achiral cyanoformates to aldehydes, giving cyanohydrin carbonates with high enantiomeric excesses; and catalyses the diastereoselective addition of chiral cyanoformates derived from alpha-methylbenzyl alcohol to aldehydes, a reaction which exhibits double asymmetric induction.
ISSN:1359-7345
1364-548X
DOI:10.1039/b602156e