We describe a four-step sequence for the synthesis of complex 2-hydroxy-1-naphthoic acids involving Z-selective olefination of benzaldehyde derivatives with a novel dioxolenone-containing phenyl phosphonate reagent, followed by dioxolenone cleavage with alkaline trifluoroethanol and oxidative cyclization (Mn(OAc)(3)) of the resultant trifluoroethyl beta-keto esters. [reaction: see text]

High-throughput​ ​genetics​ ​is​ ​a ​ ​powerful ​ ​approach ​ ​to ​ ​identify​ ​new​ ​genes​ ​involved ​ ​in ​ ​bacterial carbon ​ ​catabolism.​ ​Here,​ ​we ​ ​used ​ ​genome-wide ​ ​fitness​ ​assays​ ​to ​ ​identify​ ​a ​ ​novel ​ ​pathway​ ​for 2-deoxy-D-ribose ​ ​catabolism​ ​in ​ ​​Pseudomonas​ ​simiae​ ​​WCS417.​ ​The ​ ​genes​ ​that​ ​were ​ ​important for​ ​deoxyribose ​ ​utilization ​ ​...

Abstract: Indolizyl-5-lithium anions react with succinic and phtalic anhidrides giving 1,4-keto acids, with oxallyl chloride giving 1,2-diketone, and with ethyl pyruvate giving 1,2-hydroxyacid. However, with α-halocarbonyl compounds, they react in different ways, forming the products of selective bromination at C-5 (with α-bromo ketones and esters of α-bromo acids) and 5-chloroacetyl indolizines.

A third strategy for cross-dehydrogenative coupling reaction has been reported via platinum-catalyzed sp(3) C-H and sp(3) C-H coupling reaction in the absence of oxidant. Nitroalkanes as well as dialkyl malonate derivatives, beta-keto esters and malononitrile are active participants in this coupling reaction. Both cyclic and acyclic non-activated simple ketones are good reactants in this reaction.

Acrylic esters, thioesters and N-acryloyl pyrrole have been identified as effective electrophiles in the enantioselective Michael addition reaction with beta-keto ester pro-nucleophiles catalysed by a cinchona alkaloid derived bifunctional organocatalyst; enantiomeric excesses of up to 98% and yields of up to 96% can be obtained for a range of Michael acceptors and pro-nucleophiles.

Previous analysis of carotenoids extracted from the burgundy plumage of the Pompadour Cotinga (Xipholena punicea) revealed six novel keto-carotenoid pigments with methoxyl groups in the C3-position of one or both β-rings. High performance liquid chromatography (HPLC), mass spectrometry, chemical analysis and, in some instances (1)H NMR spectroscopy were employed to determine the structures of t...

Lewis acidic zeolites are used to synthesize unsaturated dicarboxylic acid esters via aldol condensation of keto esters. Hafnium-containing BEA (Hf-BEA) zeolites catalyze the condensation of ethyl pyruvate into diethyl 2methyl-4-oxopent-2-enedioate and diethyl 2-methylene-4oxopentanedioate (an itaconic acid ester analogue) with a selectivity of ca. 80% at ca. 60% conversion in a packed-bed reac...

Recent structure-antileukemic activity studies showed that the steroidal part of complex molecules containing DNA alkylators does not play only the role of the "biological carrier". New such compounds designed to possess an allylic 7-ketone showed enhanced antileukemic potency compared with derivatives with a simple steroidal skeleton. In order to investigate whether the enhancement of the anti...

Palladium (II) coordination complexes catalyze the reaction of alcohols with ketones to yield ethers. During the catalytic cycle, the alcohol adds selectively to the β-carbon (anti-Markovnikov). In this work, mechanism and kinetics for the reaction of methanol with methyl vinyl ketone (MVK), being catalyzed by Pd, has been theoretically investigated in detail. Using quantum mechanical approach,...

Chiral rigid and electron-donating phosphocyclic phosphine ligands and modular atropisomeric biaryl phosphine ligands were designed and synthesized. The performance of these chiral ligands in the asymmetric hydrogenations of prochiral dehydroamino acid derivatives, enamides, imines, keto esters, and ketones has been demonstrated to be excellent.