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Organic reactions at high pressure. Asymmetric induction in the diels-alder reaction of p-benzoquinone with chiral 2,4-pentadienoic acid derivatives

✍ Scribed by William G Dauben; Richard A Bunce

Publisher: Elsevier Science
Year: 1982
Tongue: French
Weight: 209 KB
Volume: 23
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)85736-6

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✦ Synopsis

Asymmetric induction in the high pressure (15 kbar, 1.5 GPa) Duels-Alder reactlon of e-benzoqulnone with choral 2,4-pentadienoic acid derivatives is evaluated The reactions afford 4a,5,8,8a-tetrahydro-1,4-naphthalenedlones in up to 50% enantlomenc excess.

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Organic reactions at high pressure. The Diels-Alder reaction of p-benzoquinone with dienic esters

✍ William G. Dauben; William R. Baker 📂 Article 📅 1982 🏛 Elsevier Science 🌐 French ⚖ 190 KB

The Diels-Alder reaction of e-benzoquinone with substituted dienoic esters affords good yields of 4a,5,8,8a-tetrahydro-1,4+aphthalenediones, free from the isomeric hydroquinone. The reactions were conducted at room temperature under 15 kbar (1.5 GPa) pressure in dichloromethane solutions.