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Benzoxazole Alkaloids: Occurrence, Chemistry, and Biology

Benzoxazole alkaloids exhibit a diverse array of structures and interesting biological activities. In spite of the extensive research done on the synthesis and biology, till date there is no concise update on this class of alkaloids. This chapter summarizes the literature on benzoxazole alkaloids till March 2017, which covers their isolation, characterization, possible biosynthetic origins, biological activities, and major synthetic approaches. These alkaloids have been broadly classified in the context of their sources, namely (i) fungal origin, (ii) marine origin, and (iii) plant origin.

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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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Modulators of CCR5 chemokine receptor activity

Compounds of Formula I: 1 (wherein R1, R2, R3, R4, Q, and X are defined herein) are described. The compounds are modulators of CCR5 chemokine receptor activity. The compounds are useful, for example, in the prevention or treatment of infection by HIV and the treatment of AIDS, as compounds or pharmaceutically acceptable salts, or as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of treating AIDS and methods of preventing or treating infection by HIV are also described.

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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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Enantioselective one-pot synthesis of ring-fused tetrahydroquinolines via aerobic oxidation and 1,5-hydride Transfer/Cyclization Sequences

Enantioselective organocatalytic synthesis of tetrahydroquinolines has been achieved via an aerobic oxidation and a 1,5-hydride transfer/cyclization sequence. The feature of this research is a one-pot transformation of 3-arylprop-2-en-1-ol derivatives into tetrahydroquinolines using a Ru(VII)-catalyzed aerobic oxidation and highly efficient internal redox reactions. The synthetically useful ring-fused tetrahydroquinoline derivatives are obtained in moderate yields and high levels of enantioselectivity. (Chemical Equation Presented).

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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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Synthesis, crystal structure, and electronic absorption of chlorophyll derivatives possessing a beta-diketonate moiety at the C3 position

A chlorophyll-a derivative possessing a trifluoroacetylacetonate moiety at the C3 position was prepared by Claisen condensation of the 3-acetyl group with ethyl trifluoroacetate in the presence of sodium methoxide. The Claisen condensation was successfully applied for the reaction of 3-acetyl-chlorin with ethyl pentafluoropropionate as well as that of 3-acetyl-bacteriochlorin with ethyl trifluoroacetate. The resulting Claisen condensation products took exclusively diketonate conformers in a CDCl3 solution and the single crystal, and gave red-shifted and broadened Qx/Qy absorption bands in the visible to near-infrared region, compared with the corresponding 3-acetyl-(bacterio)chlorins.

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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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C2 substituted phenyl taxane derivatives and pharmaceutical compositions containing them

Taxane derivatives having alternative C2 substituents.

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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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Total synthesis of antheliolide A

The first synthesis of the structurally unique marine natural product antheliolide A (1) has been accomplished by the pathway outlined in Scheme 1. The sequence is stereocontrolled and has led to the synthesis of (¡À)-1, and ent-1 as well as 1. The route contains a number of noteworthy or novel steps including (1) formation of the mixed acetal 7, (2) the diastereoselective bicyclization to form 8 in which stereocenters are correctly established at each carbon of the four-membered ring, (3) the chain extension 8 ? 11, (4) the efficient closure of the nine-membered ring of 12, (5) the mild oxidative cleavage sequence 14 ? 17, and (6) the successful and quick formation of the last three rings of 1 from aldehyde 17 via 18. The synthesis of 1 has also resulted in the clarification of its absolute configuration, which had not been determined previously. Copyright

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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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NMO{dot operator}TPB: A Selectivity Variation on the Ley-Griffith TPAP Oxidation

A non-hygroscopic tetraphenylborate salt of N-methylmorpholine-N-oxide (NMO) is reported (NMO{dot operator}TPB), which modulates the standard Ley-Griffith oxidation such that benzylic and allylic alcohols are oxidised selectively. An attractive feature of this new protocol is that anhydrous conditions are not required for this selective tetra-n-propylammonium perruthenate (TPAP) oxidation, superseding the requirement of molecular sieves.

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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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A synthon approach to spiro compounds

Synthesis of spiro and hetero spiro compounds has been reviewed on the basis of a synthon approach along with their biological activities and photochromism.

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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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Formation of quaternary stereogenic centers by copper-catalyzed asymmetric conjugate addition reactions of alkenylaluminums to trisubstituted enones

Alkenylaluminums undergo asymmetric copper-catalyzed conjugate addition (ACA) to beta-substituted enones allowing the formation of stereogenic all-carbon quaternary centers. Phosphinamine-copper complexes proved to be particularly active and selective compared with phosphoramidite ligands. After extensive optimization, high enantioselectivities (up to 96 % ee) were obtained for the addition of alkenylalanes to beta-substituted enones. Two strategies for the generation of the requisite alkenylaluminums were explored allowing for the introduction of aryl- and alkyl-substituted alkenyl nucleophiles. Moreover, alkyl-substituted phosphinamine (SimplePhos) ligands were identified for the first time as highly efficient ligands for the Cu-catalyzed ACA. Chiral synthesis made easy: The copper-catalyzed conjugate addition of alkenylaluminum reagents to 3-substituted cyclic enones allows for the formation of all-carbon chiral quaternary centers (see scheme; CuTC=copper(I) thiophene-2-carboxylate). Chiral phosphinamine (SimplePhos) ligands were found to be highly efficient for this transformation.

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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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Synthetic Approaches to the New Drugs Approved during 2017

New drugs introduced to the market every year represent privileged structures for particular biological targets. These new chemical entities (NCEs) provide insight into molecular recognition while serving as leads for designing future new drugs. This annual review describes the most likely process-scale synthetic approaches to 31 new chemical entities approved for the first time globally in 2017.

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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI