Enantioselective aldol cyclodehydrations catalyzed by antibody 38C2.
[formula: see text] Aldolase antibody 38C2 catalyzes the enantioselective aldol cyclodehydration of 4-substituted-2,6-heptanediones (3) to give enantiomerically enriched 5-substituted-3-methyl-2-cyclohexen-1-ones (4). Yields, enantioselectivities, and product purities are markedly increased compared to the L-proline-catalyzed reactions.
List
B
B
Skaggs Institute for Chemical Biology, La Jolla, California, USA.
Lerner
R A
RA
Barbas
C F
CF
D000447:Aldehydes / Q000737:chemistry*; D017151:Antibodies, Catalytic / Q000737:chemistry*; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D003500:Cyclization; D003512:Cyclohexanones / Q000138:chemical synthesis; D005634:Fructose-Bisphosphate Aldolase / Q000737:chemistry* / Q000276:immunology / Q000378:metabolism*; D007140:Immunoglobulin Fab Fragments / Q000737:chemistry*; D011392:Proline / Q000737:chemistry; D013237:Stereoisomerism
D000447:Aldehydes; D017151:Antibodies, Catalytic; D003512:Cyclohexanones; D007140:Immunoglobulin Fab Fragments; C116609:3-hydroxybutanal; D011392:Proline; C109536:antibody aldolase; D005634:Fructose-Bisphosphate Aldolase