Literature summary for 4.1.2.47 extracted from

Fr�hlich, R.F.G.; Zabelinskaja-Mackova, A.A.; Fechter, M.H.; Griengl, H.
Novel access to chiral 1,1'-disubstituted ferrocene derivatives via double stereoselective cyanohydrin synthesis exploiting the hydroxynitrile lyase from Hevea brasiliensis (2003), Tetrahedron Asymmetry, 14, 355-362.

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Application

Application	Comment	Organism
synthesis	the cyanohydrin reaction of formylferrocene catalysed by the hydroxynitrile lyase from Hevea brasiliensis provides an access to chiral ferrocene derivatives in high enantiomeric excess. Since cyanohydrins are versatile synthetic intermediates, the possibility for many preparative transformations is opened. This synthetic potential is enlarged even further with the transformation of 1,1'-diformylferrocene leading to biscyanohydrins	Hevea brasiliensis

Organism

Organism	UniProt	Comment	Textmining
Hevea brasiliensis	P52704	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
cyanide + 1,1'-diformylferrocene	a bulky organometallic compound, which does not occur in nature. S-hydroxynitrile lyase from Hevea brasieliensis catalyzes the formation of (R,R)-1,1'-bis(cyanohydroxymethyl)ferrocene at high yield and stereochemical purity	Hevea brasiliensis	(R,R)-1,1'-bis(cyanohydroxymethyl)ferrocene	obtained at high yield and stereochemical purity	?
cyanide + ferrocenecarboxaldehyde	i.e. bis(cyclopentadienyl)iron, a bulky organometallic compound, which does not occur in nature. S-hydroxynitrile lyase from Hevea brasiliensis catalyzes the formation of (R)-(cyanohydroxymethyl)ferrocene at high yield and stereochemical purity	Hevea brasiliensis	(R)-(cyanohydroxymethyl)ferrocene	obtained at high yield and stereochemical purity	?

Synonyms

Synonyms	Comment	Organism
(S)-HbHNL	-	Hevea brasiliensis
Hydroxynitrile lyase	-	Hevea brasiliensis

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Release 2023.1 (January 2023)