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The homoallylic borane derivative formed as a minor product (9%) does not interfere in the allylboration reaction
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Hydroboration of 1,3-cycloalkadienes, except 1,3-cyclopentadiene, with dialkylboranes provides preferentially the allylic borane derivatives: Brown, H. C.; Bhat, K. S.; Jadhav, P. K. J. Chem. Soc., Perkin Trans. 1 1991, 2633. The homoallylic borane derivative formed as a minor product (9%) does not interfere in the allylboration reaction.
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note
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13C NMR spectra were recorded on a Varian Gemini 200 instrument.
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29
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85037492554
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For comparison, the reaction of allylmagnesium bromide with 3a in diethyl ether at 0 °C gave trans-5a (42%), 6a (23%), and the 1,4-addition product frans-4-allyl-2-cyclopenten-1-ol (35%)
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For comparison, the reaction of allylmagnesium bromide with 3a in diethyl ether at 0 °C gave trans-5a (42%), 6a (23%), and the 1,4-addition product frans-4-allyl-2-cyclopenten-1-ol (35%).
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