Benzaldehyde lyase catalyzed enantioselective self and cross condensation reactions of acetaldehyde derivatives.
نویسندگان
چکیده
Flexible protected 1,3,4-trihydroxy-2-butanone is synthesized in high enantiomeric excesses by using asymmetric homo- and cross- acyloin coupling of aliphatic aldehydes catalyzed by benzaldehyde lyase.
منابع مشابه
Benzaldehyde lyase-catalyzed enantioselective carboligation of aromatic aldehydes with mono- and dimethoxy acetaldehyde.
[reaction: see text] Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with methoxy and dimethoxy acetaldehyde and furnishes (R)-2-hydroxy-3-methoxy-1-arylpropan-1-one and (R)-2-hydroxy-3,3-dimethoxy-1-arylpropan-1-one in high yields and enantiomeric excess via acyloin linkage. Aromatic aldehydes and benzoins are converted into enamine-carbanion-li...
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The enzyme 4-oxalocrotonate tautomerase (4-OT), which has a catalytic N-terminal proline residue (Pro1), can promiscuously catalyze various carbon-carbon bond-forming reactions, including aldol condensation of acetaldehyde with benzaldehyde to yield cinnamaldehyde, and Michael-type addition of acetaldehyde to a wide variety of nitroalkenes to yield valuable γ-nitroaldehydes. To gain insight int...
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The enzyme 4-oxalocrotonate tautomerase (4-OT) from Pseudomonas putida mt-2 takes part in a catabolic pathway for aromatic hydrocarbons, where it catalyzes the conversion of 2hydroxyhexa-2,4-dienedioate into 2-oxohexa-3-enedioate. This tautomerase can also promiscuously catalyze carbon-carbon bond-forming reactions, including various types of aldol reactions, by using its amino-terminal proline...
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Functionalized indeno[1,2-b]chromene derivatives have been synthesized via condensation reaction of 1H-indene-1,3(2H)-dione with benzaldehyde and cyclization with 2-hydroxynaphthalene-1,4-dione in the presence of a catalytic amount of triethylamine (Et3N) in EtOH at room temperature. It was observed that benzaldehyde bearing electron donating group gave high yield of product, whereas, benzaldeh...
متن کاملEt3N as a catalyst for the synthesis of indeno[1,2-b]chromene derivatives via three-component condensation reaction
Functionalized indeno[1,2-b]chromene derivatives have been synthesized via condensation reaction of 1H-indene-1,3(2H)-dione with benzaldehyde and cyclization with 2-hydroxynaphthalene-1,4-dione in the presence of a catalytic amount of triethylamine (Et3N) in EtOH at room temperature. It was observed that benzaldehyde bearing electron donating group gave high yield of product, whereas, benzaldeh...
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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 9 8 شماره
صفحات -
تاریخ انتشار 2011