Furannulation strategy for synthesis of the naturally occurring fused 3-methylfurans: efficient synthesis of evodone and menthofuran and regioselective synthesis of maturone via a Lewis acid catalyzed Diels-Alder reactions. Some comments for its mechanistic aspects

1993 ◽  
Vol 58 (15) ◽  
pp. 3960-3968 ◽  
Author(s):  
Mariko Aso ◽  
Akio Ojida ◽  
Guang Yang ◽  
Ok Ja Cha ◽  
Eiji Osawa ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Diels Alder ◽  
Regioselective Synthesis ◽  
Efficient Synthesis ◽  
Naturally Occurring ◽  
Acid Catalyzed

The total synthesis of (±)-petasitolone

1984 ◽  
Vol 62 (12) ◽  
pp. 2676-2681 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Teng Ko Ngooi
Keyword(s):  
Total Synthesis ◽  
Lewis Acid ◽  
Good Yield ◽  
Ring System ◽  
Diels Alder ◽  
Efficient Synthesis ◽  
Target Molecule ◽  
Rapid Construction ◽  
Excellent Control ◽  
Acid Catalyzed

The total synthesis of petasitolone (1), a sesquiterpenoid of the eremophilane family, has been accomplished. The key step of this efficient synthesis is the Lewis acid catalyzed Diels–Alder addition of 2-carbomethoxy-2-cyclohexenone (3) to diene 9. The cycloaddition, which gives adduct 16 in good yield, facilitates the rapid construction of the parent ring system of the target molecule and allows an excellent control of the required stereochemistry.

Asymmetric synthesis of N-phenylethyl-2-phenyldecahydroquinolin-4-ones via Lewis acid catalyzed imino-Diels–Alder reaction

2000 ◽  
Vol 11 (12) ◽  
pp. 2509-2523 ◽  
Author(s):  
Renée Paugam ◽  
Emmanuelle Valenciennes ◽  
Linda Le Coz-Bardol ◽  
Jean-Christophe Garde ◽  
Lya Wartski ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Lewis Acid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Acid Catalyzed

scholarly journals Bisoxazoline—Lewis Acid Catalyzed Direct-Electron Demand oxo-Hetero-Diels—Alder Reactions of N-Oxy-pyridine Aldehyde and Ketone Derivatives.

ChemInform ◽  
2007 ◽  
Vol 38 (19) ◽  
Author(s):  
Aitor Landa ◽  
Bo Richter ◽  
Rasmus Lyng Johansen ◽  
Anna Minkkilae ◽  
Karl Anker Joergensen
Keyword(s):  
Lewis Acid ◽  
Diels Alder ◽  
Acid Catalyzed ◽  
Electron Demand
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