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Molecules, Volume 5, Issue 8 (August 2000) – 9 articles , Pages 992-1054

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Article
Convenient Synthesis of (3R, 4S)-4-Methyl-3-hexanol and (S)-4-Methyl-3-hexanone, the Pheromones of Ants
by B. Dhotare, S. A. Hassarajani and A. Chattopadhyay
Molecules 2000, 5(8), 1051-1054; https://doi.org/10.3390/50801051 - 28 Aug 2000
Cited by 3 | Viewed by 10389
Abstract
Synthesis of enantiopure pheromones I and II, both of them bearing chiral methyl branching and an α-oxygenated carbon centre, has been accomplished using compound 2 prepared from D-mannitol as the chiral precursor. Full article
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102 KiB  
Review
Claisen, Cope and Related Rearrangements in the Synthesis of Flavour and Fragrance Compounds
by Janusz Nowicki
Molecules 2000, 5(8), 1033-1050; https://doi.org/10.3390/50801033 - 23 Aug 2000
Cited by 60 | Viewed by 15856
Abstract
A review of the use of the Claisen, Cope and related [3,3]-sigmatropic rearrangements, sequential ("tandem") sigmatropic rearrangements and the "ene" reaction in the syntheses of flavour and fragrance compounds is presented. Full article
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123 KiB  
Article
Exploiting Poly(ethylene glycol) as a Matrix for Liquid-Phase Organic Synthesis
by Frank Sieber, Paul Wentworth, Jr. and Kim D. Janda
Molecules 2000, 5(8), 1018-1032; https://doi.org/10.3390/50801018 - 20 Aug 2000
Cited by 11 | Viewed by 10246
Abstract
Soluble polymer-supported chemistry is a technology that allows the blending of the benefits of polymer-supported synthesis and solution-phase chemistry. Herein, we describe our recent efforts in this area targeted at exploring the scope of poly(ethylene glycol) (PEG) as the matrix. Specifically we describe [...] Read more.
Soluble polymer-supported chemistry is a technology that allows the blending of the benefits of polymer-supported synthesis and solution-phase chemistry. Herein, we describe our recent efforts in this area targeted at exploring the scope of poly(ethylene glycol) (PEG) as the matrix. Specifically we describe the use of PEG as a support for triphenyl phosphine and for the Stille reaction. Full article
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20 KiB  
Article
Synthesis of Potassium (1,1-Dioxothiolan-3-yl)-dithiocarbamate
by A. N. Vasiliev and A. D. Polackov
Molecules 2000, 5(8), 1014-1017; https://doi.org/10.3390/50801014 - 15 Aug 2000
Cited by 19 | Viewed by 6747
Abstract
A method of synthesizing bioactive potassium (1,1-dioxothiolan-3-yl) dithiocarbamate in high yield and purity is reported. Full article
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17 KiB  
Article
2-Substituted-1,3,2-dithioborolans as Chiral Lewis Acid Catalysts
by Joshua Howarth and Paul Glynn
Molecules 2000, 5(8), 1011-1013; https://doi.org/10.3390/50801011 - 15 Aug 2000
Viewed by 6888
Abstract
1,3,2-Dithioborolans substituted at the 2-position with various homochiral groups can act as chiral Lewis acids in the Diels-Alder reaction between crotonaldehyde or methacrolein with cyclopentadiene. The endo:exo selectivities obtained were good although the enantiomeric excesses were low to moderate. Full article
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5 KiB  
Retraction
Withdrawn Paper: "Edward J. Parish, Hang Sun, Stephen Kizito and Terrence L. Boos, An Improved Synthesis of 3b-Acetoxy-lanost-8-en-24-one (24-Ketolanosteryl Acetate). Molecules 2000, 5, 114-117"
by Derek McPhee
Molecules 2000, 5(8), 992; https://doi.org/10.3390/50800992 - 10 Aug 2000
Cited by 1 | Viewed by 4819
39 KiB  
Article
Flash Vacuum Pyrolysis of 2,5-Diphenyloxazole
by Mircea D. Banciu, Daniela Istrati, Dan Mihaiescu and Constantin Draghici
Molecules 2000, 5(8), 1004-1010; https://doi.org/10.3390/50801004 - 9 Aug 2000
Cited by 1 | Viewed by 7320
Abstract
FVP of the title oxazole (1) at 1000oC and 0.5 mm Hg afforded a complex reaction mixture containing benzonitrile, phenylacetonitrile, biphenyl, diphenylmethane, fluorene, o-benzylbenzonitrile (major product, 22%), phenanthrene, anthracene, 9,10-anthraquinone, 2-phenylindole and 3-phenylindole. A radical and carbene mechanism was suggested [...] Read more.
FVP of the title oxazole (1) at 1000oC and 0.5 mm Hg afforded a complex reaction mixture containing benzonitrile, phenylacetonitrile, biphenyl, diphenylmethane, fluorene, o-benzylbenzonitrile (major product, 22%), phenanthrene, anthracene, 9,10-anthraquinone, 2-phenylindole and 3-phenylindole. A radical and carbene mechanism was suggested in order to rationalize the formation of the reaction products. Full article
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55 KiB  
Article
Regiospecific and Enantiospecific Ring Opening of Methyl (+)-(1'R, 2R)- and (-)-(1'R, 2S)-1-(2-phenylethanol) Aziridine-2-carboxylates
by Dino Gnecco, Laura F. Orea, Alberto Galindo, Raúl G. Enríquez, R. A. Toscano and W. F. Reynolds
Molecules 2000, 5(8), 998-1003; https://doi.org/10.3390/50800998 - 9 Aug 2000
Cited by 22 | Viewed by 8515
Abstract
The acid-catalyzed ring-opening of methyl (+)-(1'R, 2R) and (-)-(1'R, 2S)-1-(2-phenylethanol) aziridine-2-carboxylates (1) and (2) lead quantitatively to the corresponding 2(S)-(-)-chloro-3-[2'-hydroxy-1'(R)-phenyl-ethylamino] propionic acid methyl ester (3) and 2(R)-(-)-chloro-3-[2'-hydroxy-1'(R)-phenyl-ethylamino] propionic acid methyl ester (4) hydrochlorides. Full article
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30 KiB  
Article
Lewis Acid Catalysis of the Diels–Alder Reaction Using Niobium and Tantalum Chlorides in the Presence of Coordinating Ligands
by Joshua Howarth and Kevin Gillespie
Molecules 2000, 5(8), 993-997; https://doi.org/10.3390/50800993 - 5 Aug 2000
Cited by 10 | Viewed by 6866
Abstract
The Jacobsen and pybox type ligands effect chiral induction in the presence of niobium(V) chloride and tantalum(V) chloride in the Lewis acid catalysed Diels–Alder reaction. Full article
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