Asymmetric 1,4-Dihydroxylation of 1,3-Dienes by Catalytic Enantioselective Diboration

作者：Burks Heather E; Kliman Laura T; Morken James P^*

来源：Journal of the American Chemical Society, 2009, 131(26): 9134-+.

DOI：10.1021/ja809610h

Asymmetric 1,4-dihydroxytations of 1,3-dienes, and other transformations, are initiated by the Pt-catalyzed enantioselective addition of bis(pinacolato)diboron (B(2)(pin)(2)) to conjugated dienes. The studies reported in this communication suggest that both cyclic and acyctic substrates will participate in this reaction; however, dienes which are unable to adopt the S-cis conformation are unreactive. For most substrates, 1,4-addition is the predominant pathway. In addition to oxidation to the derived 2-buten-1,4-diol, stereosetective carbonyl allylation with the intermediate bis(boronate) ester is also described.

• 出版日期2009-7-8