HOMOALLYLIC SUBSTITUTION REACTIONS OF LITHIUM DIALKYL CUPRATES WITH CYCLOPROPYLCARBINYL HALIDES: MECHANISTIC CONSIDERATIONS
Highly reactive lithium dialkyl cuprates and 1-bromo-1-cyclopropylalkanes, 4, react to give good yields of the homoallylic substitution product, 6.Less reactive organocuprates react with 4 to give mixtures of 6 and the direct substitution product 7.These results are consistent with a copper(I) radical intermediate which undergoes facile rearrangement prior to reductive coupling.
Hrubiec, Robert T.,Smith, Michael B.
p. 1457 - 1468
(2007/10/02)
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