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Steric effects in the ene reaction.: The reaction of benzyne with cis-and trans-2-methylbut-1-en-1-yl acetates

✍ Scribed by H.H. Wasserman; L.S. Keller

Publisher: Elsevier Science
Year: 1974
Tongue: French
Weight: 201 KB
Volume: 15
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)92162-8

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✦ Synopsis

In previous studies on the stereochemistry of benzyne addition to enol ethers and acetates we observed both stereoselective 2+2 cycloaddition and ene reaction.

1 In each series, however, we found that the proportion of ene product relative to cycloaddition was significantly larger with the trans-isomer as compared to the g, suggesting that steric effects may play a significant role in governing the favorability of the ene reaction. These results

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