A highly stereoselective sequential allylic transfer reaction of diene with diboronyl reagent and aldehydes promoted by nickel catalyst |
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Authors: | Yu Chan-Mo Youn Jinsuop Yoon Seok-Keun Hong Young-Tack |
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Affiliation: | Department of Chemistry and Institute of Basic Sciences, Sungkyunkwan University, Suwon 440-746, Korea. cmyu@chem.skku.ac.kr |
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Abstract: | [reaction: see text] A new protocol for the sequential allylic transfer reaction of a diene with two aldehydes in the construction of cyclic systems containing four stereogenic centers is achieved in a one-pot operation. Reaction of the diene-alehyde 1 with aldehyde in the presence of the diboronyl reagent catalyzed by a nickel complex produces products 2 and 3 depending on reaction conditions in high levels of diastereoselectivity. Extension of this method to the synthesis of six-membered rings is also investigated. |
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