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.
Organic reactions at high pressure. The Diels-Alder reaction of p-benzoquinone with dienic esters
β Scribed by William G. Dauben; William R. Baker
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 190 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
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.
π SIMILAR VOLUMES
the intramolecular cyclisation of furans, 3, proceeds with the following activation characteristics: J(R=Et) has EA= 72.5, H=69. 9 kJmo1 -' s" ,62Jf1 , mol-l, d= -25 cm3mol-'. The results confirm the existence of a negative volume contribution from the approach of reagents in intermolecular analogu
The Intramolecular Diels-Alder reactions of furans possessing a 2-alkyl substituent with a terminal @unsaturated ketone have been surveyed. The consequences of varying the degree of substitution of the furan, the bridging chain length, and position of the activating group on the dienophile upon the
## Abstract The hetero DielsβAlder reactions of enamino ketones 1 and 2 with the vinyl ethers 3β5a are studied in dichloromethane solution under high pressures up to 5 kbar. The kinetics is measured by onβline FTβIR spectroscopy to 3 kbar. The cycloaddition reactions of enamino ketones 1 and 2 with