Molecules

25 KiB

Open AccessArticle

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 10693

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

Open AccessReview

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 61 | Viewed by 16716

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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Scheme 1

123 KiB

Open AccessArticle

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 10579

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

Open AccessArticle

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 6999

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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Scheme 1

17 KiB

Open AccessArticle

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 7028

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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Scheme 1

5 KiB

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"

by Derek McPhee

Molecules 2000, 5(8), 992; https://doi.org/10.3390/50800992 - 10 Aug 2000

Cited by 1 | Viewed by 4976

Abstract

n/a Full article

39 KiB

Open AccessArticle

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 7463

Abstract

FVP of the title oxazole (1) at 1000^oC 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 1000^oC 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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Scheme 1

55 KiB

Open AccessArticle

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 8701

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

Open AccessArticle

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 7071

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

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