| Budget Amount *help |
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2012: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
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| Research Abstract |
We have developed the first example of catalytic boracarboxylation of simple alkynes and alkenes with carbon dioxide (CO2). In the presence of N-heterocyclic carbene (NHC)-copper complexes as a catalyst and LiOtBu as a base, the reaction of unsaturated substrates with bis(pinacolato)diboron and CO2 (1 atm) selectively affords a novel family of beta-boralactone derivatives under mild conditions. The current reaction shows broad substrate scope, high regio- and stereoselectivity for the preparation of multifunctionalized hydrocarbons. We have also successfully isolated and structurally characterized some key reaction intermediates from stepwise stoichiometric reactions of related NHC-copper complexes. Based on the experimental results and rational analysis, a possible mechanism of the current reaction is proposed. The work on alkynes has been published in Journal of American Chemical Society and highlighted in SYNFACTS. The manuscript of the results of alkenes is now in preparation.
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