Stereocontrol in the intramolecular Diels-Alder reaction. 3. A potentially general method for the synthesis of cis-hydrindenes by use of (Z)-diene units

1982 ◽  
Vol 104 (11) ◽  
pp. 3216-3217 ◽  
Author(s):  
R. K. Boeckman ◽  
Thomas R. Alessi
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
General Method

The synthesis of trisubstituted cyclopentadienes and their reactivity in the intramolecular Diels–Alder reaction

1984 ◽  
Vol 62 (1) ◽  
pp. 121-127 ◽  
Author(s):  
Sandra J. Alward ◽  
Alex G. Fallis
Keyword(s):  
Adverse Effect ◽  
Alder Reaction ◽  
Diels Alder ◽  
Keto Ester ◽  
Diels Alder Reaction ◽  
General Method

The intramolecular Diels–Alder reactivity of several trisubstituted cyclopentadienes is described and a general method for their preparation reported. In general, sidechain keto-ester functionality has an adverse effect on these internal cycloadditions.

Diels-Alder Reaction of Ni(II) β-Vinyl-meso-tetraphenylporphyrin; A General Method for Synthesis of Functionalized Porphyrins

Synlett ◽  
2000 ◽  
Vol 2000 (2) ◽  
pp. 233-235 ◽  
Author(s):  
Kiyoshi Matsumoto ◽  
Shinya Kimura ◽  
Takuya Morishita ◽  
Yukihiro Misumi ◽  
Naoto Hayashi
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
General Method

ChemInform Abstract: Diels-Alder Reaction of Ni(II) β-Vinyl-meso-tetraphenylporphyrin: A General Method for Synthesis of Functionalized Porphyrins.

ChemInform ◽  
2010 ◽  
Vol 31 (20) ◽  
pp. no-no
Author(s):  
Kiyoshi Matsumoto ◽  
Shinya Kimura ◽  
Takuya Morishita ◽  
Yukihiro Misumi ◽  
Naoto Hayashi
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
General Method

scholarly journals The effect of Lewis acids on the intramolecular Diels–Alder reaction of the furan diene

1992 ◽  
Vol 70 (12) ◽  
pp. 2929-2947 ◽  
Author(s):  
Christine Rogers ◽  
Brian A. Keay
Keyword(s):  
Carbon Atom ◽  
Lewis Acid ◽  
Lewis Acids ◽  
Alder Reaction ◽  
Diels Alder ◽  
Oxygen Bridge ◽  
Excellent Yield ◽  
Diels Alder Reaction ◽  
Alkyl Groups ◽  
General Method

A general method is described for effecting the intramolecular Diels–Alder reaction of the furan diene in which the side arm connecting the diene to the dienophile contains four carbon atoms. The use of 1.1 equivalents of methylaluminum dichloride at −78 °C for 2–8 h shifts the Diels–Alder equilibrium towards the products and provides the oxatricyclo adducts in good to excellent yield. Catalytic quantities of methylaluminum dichloride (10 mol%) provided a higher quantity of adduct than excess Lewis acid when the enone was substituted with alkyl groups. The scope was extended to include a precursor containing a five carbon atom side arm, and two examples containing acetylenic dienophiles that were activated by a carbonyl moiety on the side arm. Precursors having a four carbon atom side arm provided only oxatricyclo adducts having the side arm syn to the oxygen bridge. The assignment of the stereochemistry of the oxatricyclo adducts is discussed in detail.

scholarly journals The Diels–Alder reaction of 4-methoxy-7-hydroxyisobenzofuran with methyl vinyl ketone; a general method for identification of some regioisomeric α-naphthols

1985 ◽  
Vol 63 (3) ◽  
pp. 735-738 ◽  
Author(s):  
B. A. Keay ◽  
R. Rodrigo
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
General Phenomenon ◽  
Methyl Vinyl ◽  
H Nmr ◽  
Diels Alder Reaction ◽  
Proton Resonances ◽  
General Method

Two regioisomeric α-naphthols 14 and 15 obtained by aromatization of the methyl vinyl ketone adducts of an unsymmetrical isobenzofuran 9 are differentiated from each other by the observation of significant upfield shifts of the peri proton resonances in the 1H nmr spectra of their acetates 16 and 17. Such upfield shifts of 0.3–0.6 ppm appear to be a general phenomenon and are probably due to the anisotropic effect of the acetate carbonyl group.

Une synthèse hautement stéréosélective de diènes conjugués (E)

1984 ◽  
Vol 62 (10) ◽  
pp. 2019-2024 ◽  
Author(s):  
R. Bloch ◽  
J. Abecassis ◽  
D. Hassan
Keyword(s):  
Sex Pheromone ◽  
Alder Reaction ◽  
Conjugated Dienes ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
General Method

A general method for the preparation of (E) terminal conjugated dienes was developed by the flash thermolysis of 2-substituted 2,5-dihydrothiophene-1,1-dioxides generated by a retro Diels–Alder reaction. This process allows the obtention of conjugated dienes, bearing or not a functionality (alcohols, esters), with an excellent stereoisomeric purity (in general higher than 98%). An application to the synthesis of (E)-9,11-dodecadien-1-yl acetate, the major component of the sex pheromone of Diparopsiscastanea, shows the generality and the efficacy of this method.

The Diels-Alder Reaction of 2-Ethenyl-1,4-Benzodioxin: A New and Simple Synthesis of Bisaryl Ethers

Synlett ◽  
1989 ◽  
Vol 1989 (01) ◽  
pp. 30-32
Author(s):  
Thomas V. Lee ◽  
Alistair J. Leigh ◽  
Christopher B. Chapleo
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Simple Synthesis ◽  
Diels Alder Reaction
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