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The OMe is a strong electron withdrawing group and the OSiMe3 is a good electron
donating group. Together they provide good regioselectivity because they make their Cs more
reactive to the nucleophile and electrophile respectively of the dienophile. Also the OSiMe3 is a
large substituent and can use steric hinderance to direct the regioselectivity.
Solution
The OMe is a strong electron withdrawing group and the OSiMe3 is a good electron
donating group. Together they provide good regioselectivity because they make their Cs more
reactive to the nucleophile and electrophile respectively of the dienophile. Also the OSiMe3 is a
large substituent and can use steric hinderance to direct the regioselectivity.

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The OMe is a strong electron withdrawing group an.pdf

  • 1. The OMe is a strong electron withdrawing group and the OSiMe3 is a good electron donating group. Together they provide good regioselectivity because they make their Cs more reactive to the nucleophile and electrophile respectively of the dienophile. Also the OSiMe3 is a large substituent and can use steric hinderance to direct the regioselectivity. Solution The OMe is a strong electron withdrawing group and the OSiMe3 is a good electron donating group. Together they provide good regioselectivity because they make their Cs more reactive to the nucleophile and electrophile respectively of the dienophile. Also the OSiMe3 is a large substituent and can use steric hinderance to direct the regioselectivity.