Synthesis of 2-Isopropylidenecyclohexanones. (±)-Pulegone

Wolinsky, Joseph; Senyek, Michael; Cohen, S.C.

doi:10.1021/jo01020a507

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1966

1980

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Cited by 3 publications

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“…After filtration, 0.2 g of yellow 2-(3,4-dihydro-l-isoquinolyl)-5-phenylpyrrole (XIV), mp 113-114°, was obtained, as identified by its infrared spectrum. 5. Dehydrogenation of 2-(3,4-Dihydro-l-isoquinolyl)-5-phenylpyrrole (XIV).-A mixture of 0.3 g of 2-(3,4-dihydro-1 -isoquinolyl)-5-phenylpyrrole and 0.05 g of 10% palladium-on-charcoal catalyst was heated at 180-200°under a slow stream of nitrogen for 45 min.…”

Section: VIImentioning

confidence: 99%

Acid-Catalyzed Condensation of a Reissert Compound with Acrylonitrile

Evanguelidou¹,

McEwen²

1966

J. Org. Chem.

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Section: VIImentioning

confidence: 99%

Acid-Catalyzed Condensation of a Reissert Compound with Acrylonitrile

Evanguelidou¹,

McEwen²

1966

J. Org. Chem.

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The Synthesis of Monoterpenes

Thomas

1973

Total Synthesis of Natural Products

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A New and Highly Effective Aldol Synthesis

Maruoka¹,

Hashimoto²,

Kitagawa³

et al. 1980

Bulletin of the Chemical Society of Japan

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A new approach has been demonstrated for the regiospecific aldol synthesis by the simultaneous addition of α-halo carbonyl derivatives and aldehydes or ketones to a suspension of diethylaluminum chloride and zinc in tetrahydrofuran at low temperature. This technique is also employable under mild conditions for the Reformatsky reaction to give β-hiydroxy esters in excellent yield. One of the unique synthetic applications of this process is illustrated by the intramolecular cyclization of α-bromo esters of ω-hydroxy aldehyde, which produces macrolides, an important class of compounds in the antibiotic field.

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Synthesis of 2-Isopropylidenecyclohexanones. (±)-Pulegone

Cited by 3 publications

References 1 publication

Acid-Catalyzed Condensation of a Reissert Compound with Acrylonitrile

Acid-Catalyzed Condensation of a Reissert Compound with Acrylonitrile

The Synthesis of Monoterpenes

A New and Highly Effective Aldol Synthesis

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