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The effect of the trimethylsilyl group on the regiochemistry of the ene reaction

✍ Scribed by Frederick E. Ziegler; Koichi Mikami

Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
210 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis

Our interest in the tandem Claisen-ene rearrangement' and the desire to develop efficient methods for the control of both the regio-and stereochemistry of the ene reaction for eventual applications in organic synthesis led us to explore the role of the trimethylsilyl group as a controlling unit. I? CH2C02Et CH2C02Et CH2C02Et CH2C02Et r _z 3 4 a, R=H; b, R=TMS The four substrates, la_, a, &, and 2, were subjected to sealed tube thermolysis at 300Β°C in the presence of benzene-d6. The product distributions are listed in the Table.

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