First total synthesis of triprenylquinone and hydroquinones, three naturally occurringcompound 1, 2 and (±) 3, have been achieved from readily available 2-bromo-5-methyl-1,4-dimethoxybenzene 4 and geranyl bromi...First total synthesis of triprenylquinone and hydroquinones, three naturally occurringcompound 1, 2 and (±) 3, have been achieved from readily available 2-bromo-5-methyl-1,4-dimethoxybenzene 4 and geranyl bromide. The triprenylquinone and hydroquinones precursor were readily prepared with use of a Julia reaction.展开更多
The stereocontrolled synthesis of the C(17)--C(28) fragment 3 of didemnaketal B was accomplished in 21 steps from the natural (R)-(+)-pulegone and (S)-(--)-citronellal. The key steps involved diastereosel...The stereocontrolled synthesis of the C(17)--C(28) fragment 3 of didemnaketal B was accomplished in 21 steps from the natural (R)-(+)-pulegone and (S)-(--)-citronellal. The key steps involved diastereoselective construction of two chiral carbon centers through the intramolecular chiral induction and uncommon Julia olefination of ketone forming the E-trisubstituted C(22)--C(23) double bound.展开更多
基金This research work was financially supported by the National Natural Science Foundation of China(Grant No.20272020).
文摘First total synthesis of triprenylquinone and hydroquinones, three naturally occurringcompound 1, 2 and (±) 3, have been achieved from readily available 2-bromo-5-methyl-1,4-dimethoxybenzene 4 and geranyl bromide. The triprenylquinone and hydroquinones precursor were readily prepared with use of a Julia reaction.
基金Project supported by the National Natural Science Foundation of China (Nos. 20021001, 203900501) and the Chang Jiang Scholars Program of China.
文摘The stereocontrolled synthesis of the C(17)--C(28) fragment 3 of didemnaketal B was accomplished in 21 steps from the natural (R)-(+)-pulegone and (S)-(--)-citronellal. The key steps involved diastereoselective construction of two chiral carbon centers through the intramolecular chiral induction and uncommon Julia olefination of ketone forming the E-trisubstituted C(22)--C(23) double bound.