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11
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84986401444
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Herstellung substituierter 1,6-Methano[10]annulene durch Cycloadditionsreaktionen des 1H-Cyclopropabenzols
-
For the use of perchlorinated thiophene dioxide as a 2-pyrone analogue, see
-
(1989)
Helvetica Chimica Acta
, vol.72
, pp. 1311
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Neidlein1
Kohl2
Kramer3
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14
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84921175882
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Careful temperature control must be excercised in this case to avoid the competing intramolecular Diels-Alder reaction.
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-
-
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16
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84921175881
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Markó, I.E.; Swarbrick, T.M. unpublished reports.
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-
-
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18
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85005707110
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Microbial Oxidation of Chloroaromatics in the Enantiocontrolled Synthesis of Cyclitols: (-)-Dihydroconduritol C
-
(1990)
Synlett
, pp. 309
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-
Hudlicky1
Price2
Luna3
Andersen4
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19
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84987474619
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Enantioselective Syntheses of Conduramines from Benzene by Microbial Oxidation, Enzymatic Asymmetrization and Resolution in Organic Media
-
(1992)
Synlett
, pp. 388
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-
Johnson1
Ple2
Su3
Heeg4
Adams5
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20
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0342810942
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PREPARATION OF CHIRAL, NONRACEMIC Y-LACTONES BY ENZYMECATALYZED OXIDATION OF meso-DIOLS: ( + )-(1R,6S)-8-OXABICYCLO[4.3.0]NONAN-7-ONE
-
For leading references on the N.I.H. shift, see
-
(1985)
Organic Syntheses
, vol.63
, pp. 10
-
-
Jones1
Jakovac2
-
24
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84921175880
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This excellent endo-selectivity contrasts with the moderate levels of stereocontrol observed in the cycloadditions of the related 5-carbomethoxy-2-pyrone (5-CMP) with enol ethers (reference 12).
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-
-
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26
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84986437114
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Peri-selective photocycloadditions of methyl 2-pyrone-5-carboxylate with unsaturated cyclic ethers
-
We are grateful to Prof. Shimo for sending us preprints of his work.and references cited therein
-
(1992)
Journal of Heterocyclic Chemistry
, vol.29
, pp. 199
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Shimo1
Iwakiri2
Somekawa3
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27
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84921175879
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Markó, I.E.; Swarbrick, T.M. unpublished reports.
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-
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28
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0010077452
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-
For a leading review on the role of lanthanides in organic synthesis, see
-
(1992)
Chem. Rev.
, vol.92
, pp. 29
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-
Molander1
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35
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84921175878
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The difference in rate of reaction between coordinated 3-CMP and coordinated 9d suggests that a different mode of binding of the Lewis acid is involved in the latter case. It is important to realise that too strong a coordination of 3-CMP results in deactivation of the 2-pyrone towards dienophiles, owing to the formation of the pyrillium salt. We are very grateful to Professor G. Helmchen for extensive discussion of this reaction mechanism.
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-
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38
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84921175877
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3 coordinates too strongly to 3-CMP, forming the unreactive pyrillium form. By adding an alcohol and displacing one or two triflate ligands, the Lewis acidity of the lanthanide is lowered and IEDDA reaction ensues.
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-
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43
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84921932224
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A Convenient Synthesis of Aryl Vinyl Ethers by Use of Tetra-n-butylammonium Hydrogen Sulfate
-
(1979)
Synthesis
, pp. 688
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-
Mizuno1
Kimura2
Otsuji3
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