The stereoselective synthesis of the C1-C7 fragment (3R,4S,6R)-3,4-di[(tert-butyl-dimethylsilyl)oxy]-7-hydroxy-6-methylheptan-2-one, which is the crucial intermediate for synthesis of the HIV-1 protease inhibitive did...The stereoselective synthesis of the C1-C7 fragment (3R,4S,6R)-3,4-di[(tert-butyl-dimethylsilyl)oxy]-7-hydroxy-6-methylheptan-2-one, which is the crucial intermediate for synthesis of the HIV-1 protease inhibitive didemnaketals, was developed via 12 steps from the natural (+)-pulegone.展开更多
A convenient and stereoselective approach to the synthesis of(3S. 4R. 6S)- 2-oxo-3, 4-dihydroxy-6-methyl-octanate derivative, a key intermediate for the synthesis of HIV-1 protease inhibitor of didemnaketals analogue,...A convenient and stereoselective approach to the synthesis of(3S. 4R. 6S)- 2-oxo-3, 4-dihydroxy-6-methyl-octanate derivative, a key intermediate for the synthesis of HIV-1 protease inhibitor of didemnaketals analogue, has been developed successfully from L-(-)-menthone.展开更多
Based on chiral pool strategy,a synthesis of the C1-C9 domain of the proposed structure of didemnaketal A,a natural product with potent HIV-1 protease inhibitory activity,has been achieved.Key transformations are a Sh...Based on chiral pool strategy,a synthesis of the C1-C9 domain of the proposed structure of didemnaketal A,a natural product with potent HIV-1 protease inhibitory activity,has been achieved.Key transformations are a Shar-pless asymmetric dihydroxylation and a chelation-controlled allylation.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
文摘The stereoselective synthesis of the C1-C7 fragment (3R,4S,6R)-3,4-di[(tert-butyl-dimethylsilyl)oxy]-7-hydroxy-6-methylheptan-2-one, which is the crucial intermediate for synthesis of the HIV-1 protease inhibitive didemnaketals, was developed via 12 steps from the natural (+)-pulegone.
文摘A convenient and stereoselective approach to the synthesis of(3S. 4R. 6S)- 2-oxo-3, 4-dihydroxy-6-methyl-octanate derivative, a key intermediate for the synthesis of HIV-1 protease inhibitor of didemnaketals analogue, has been developed successfully from L-(-)-menthone.
文摘Based on chiral pool strategy,a synthesis of the C1-C9 domain of the proposed structure of didemnaketal A,a natural product with potent HIV-1 protease inhibitory activity,has been achieved.Key transformations are a Shar-pless asymmetric dihydroxylation and a chelation-controlled allylation.
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.
