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Stereochemie des Übergangszustandes aliphatischer CLAISEN-Umlagerungen. Vorläufige Mitteilung |
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| Authors: | P Vittorelli T Winkler H-J Hansen H Schmid |
| Abstract: | The stereochemistry of the transition state in the CLAISEN rearrangement of crotyl propenyl ethers ( 2 ) has been established. By heating trans, cis-, cis, cis- and trans, trans-crotyl propenyl ether at 142,5°, erythro and threo 2, 3-dimethylpent-4-en-1-al ( 3 and 4 ) were obtained. From the ratio 3/4 it was shown that the rearrangement of the three ethers largely involves (97–98%) a chair-like transition state. |
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