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

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Research

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Open AccessArticle Lewis Acid Catalysis of the Diels–Alder Reaction Using Niobium and Tantalum Chlorides in the Presence of Coordinating Ligands
Molecules 2000, 5(8), 993-997; doi:10.3390/50800993
Received: 29 June 2000 / Accepted: 1 August 2000 / Published: 5 August 2000
Cited by 5 | PDF Full-text (30 KB)
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
Open AccessArticle Regiospecific and Enantiospecific Ring Opening of Methyl (+)-(1'R, 2R)- and (-)-(1'R, 2S)-1-(2-phenylethanol) Aziridine-2-carboxylates
Molecules 2000, 5(8), 998-1003; doi:10.3390/50800998
Received: 10 March 2000 / Revised: 7 July 2000 / Accepted: 31 July 2000 / Published: 9 August 2000
Cited by 14 | PDF Full-text (55 KB)
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
Open AccessArticle Flash Vacuum Pyrolysis of 2,5-Diphenyloxazole
Molecules 2000, 5(8), 1004-1010; doi:10.3390/50801004
Received: 28 January 2000 / Revised: 21 July 2000 / Accepted: 1 August 2000 / Published: 9 August 2000
PDF Full-text (39 KB)
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
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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
Open AccessArticle 2-Substituted-1,3,2-dithioborolans as Chiral Lewis Acid Catalysts
Molecules 2000, 5(8), 1011-1013; doi:10.3390/50801011
Received: 29 June 2000 / Accepted: 10 August 2000 / Published: 15 August 2000
PDF Full-text (17 KB)
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
Open AccessArticle Synthesis of Potassium (1,1-Dioxothiolan-3-yl)-dithiocarbamate
Molecules 2000, 5(8), 1014-1017; doi:10.3390/50801014
Received: 7 March 2000 / Revised: 10 August 2000 / Accepted: 11 August 2000 / Published: 15 August 2000
Cited by 10 | PDF Full-text (20 KB)
Abstract A method of synthesizing bioactive potassium (1,1-dioxothiolan-3-yl) dithiocarbamate in high yield and purity is reported. Full article
Open AccessArticle Exploiting Poly(ethylene glycol) as a Matrix for Liquid-Phase Organic Synthesis
Molecules 2000, 5(8), 1018-1032; doi:10.3390/50801018
Received: 14 February 2000 / Revised: 31 July 2000 / Accepted: 1 August 2000 / Published: 20 August 2000
Cited by 6 | PDF Full-text (123 KB)
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
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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
Open AccessArticle Convenient Synthesis of (3R, 4S)-4-Methyl-3-hexanol and (S)-4-Methyl-3-hexanone, the Pheromones of Ants
Molecules 2000, 5(8), 1051-1054; doi:10.3390/50801051
Received: 3 April 2000 / Revised: 28 July 2000 / Accepted: 1 August 2000 / Published: 28 August 2000
Cited by 2 | PDF Full-text (25 KB)
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

Review

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Open AccessReview Claisen, Cope and Related Rearrangements in the Synthesis of Flavour and Fragrance Compounds
Molecules 2000, 5(8), 1033-1050; doi:10.3390/50801033
Received: 22 February 2000 / Revised: 21 July 2000 / Accepted: 8 August 2000 / Published: 23 August 2000
Cited by 27 | PDF Full-text (102 KB)
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

Other

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Open AccessRetraction 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"
Molecules 2000, 5(8), 992; doi:10.3390/50800992
Published: 10 August 2000
PDF Full-text (5 KB)

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