Asymmetric Diels-Alder Addition of Cyclopentadiene to Chiral Naphthoquinones. -The Lewis acid mediated Diels-Alder reaction of naphthoquinones bearing various chiral auxiliaries with cyclopentadiene is investigated. High levels of diastereoselectivity are observed using N-methyl-2-hydroxysuccinimid
The kinetics of the Diels–Alder addition of cyclopentadiene to acetylene and the decomposition of norbornadiene
✍ Scribed by Robin Walsh; Jean M. Wells
- Publisher
- John Wiley and Sons
- Year
- 1975
- Tongue
- English
- Weight
- 456 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0538-8066
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✦ Synopsis
Abstract
The title reactions have been investigated in a static system. The addition of acetylene to cyclopentadiene (CPD) results in formation of norbornadiene (BCH), cycloheptatriene (CHT), and toluene (T), while BCH decomposition produces CPD, C~2~H~2~, CHT, and T. Kinetic studies, comprising both product–time evolution and initial pressure variation, support a mechanism
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These reactions are almost certainly homogeneous and molecular in nature. Least mean square analysis of the data yield for temperatures of 525–656°K, log k~−1~ (1./mole·s)=7.51±0.05− (24.19±0.15 kcal/mole)/RT ln 10, and for temperatures of 584–630°K,
📜 SIMILAR VOLUMES
## Abstract The stereochemical distribution of the addition products of DCl to acetylene was studied by proton magnetic resonance. The NMR parameters of __cis__ and __trans__ isomers of vinylchloride‐β__d__~1~ are reported.
## Abstract The Diels–Alder addition of acrolein to cyclohexa‐1,3‐diene has been studied between 486 and 571°K at pressures ranging from 55 to 240 torr. The products are endo‐ and exo‐5‐formylbicyclo[2.2.2]oct‐2‐ene (endo‐ and exo‐FBO), and their formations are second order. The rate constants (in
## Abstract The addition of ethene to cyclohexa‐1,3‐diene has been studied between 466 and 591 K at pressures ranging from 27 to 119 torr for ethene and 10 to 74 torr for cyclohexa‐1,3‐diene. The reaction is of the “Diels–Alder” type and leads to the formation of bicyclo[2.2.2]oct‐2‐ene. It is homo