Asymmetric epoxidation of methyl gibberellate by the modified Sharpless reagent at various temperature is described.Compound 8 and 9 can be used as the key intermediates for the syntheses of the polyhydroxygibberellins.
The stereoselective synthesis of (-)-slaframine has been achieved by utilizing the Sharpless asymmetric epoxidation of divinylcarbinol (2) and the regio-selective dihydroxylation of compound 4 as the key steps.
Starting from propargyl alcohol （12）, and on the basis of Zhou＇s modified Sharpless asymmetric epoxidation, the sex pheromone of the Gypsy moth, disparlure （＋）-8 and its enantiomer （-）-8 have been synthesized,...Starting from propargyl alcohol （12）, and on the basis of Zhou＇s modified Sharpless asymmetric epoxidation, the sex pheromone of the Gypsy moth, disparlure （＋）-8 and its enantiomer （-）-8 have been synthesized, each in six steps, with overall yields of 29% for （＋）-8 and 27% for （-）-8 （ee〉98%）. The use of the sequential coupling tactic renders the method flexible, which is applicable to the synthesis of other cis-epoxy pheromones.展开更多
Studies on the synthesis of antifungal and anticancer natural product,pseudolaric acid B,have led to the enantioselective synthesis of di-epi-trans-fused[5-7]-bicyclic co re skeleton.The synthesis was achieved in 10 l...Studies on the synthesis of antifungal and anticancer natural product,pseudolaric acid B,have led to the enantioselective synthesis of di-epi-trans-fused[5-7]-bicyclic co re skeleton.The synthesis was achieved in 10 linear steps,which features the Sharpless asymmetric epoxidation,cyanide-opening reaction of epoxide,and intramolecular[5+2]cycloaddition reaction as the key transformations.The stereochemistry was determined by the X-ray crystallographic analysis.展开更多
The antibiotic （-）-anisomycin was synthesized starting from D-tyrosine using Sharpless asymmetric epoxidation as a key reaction followed by formation and hydrolysis of oxazoline set up all chiral center.
(+)-Preussin (1) and its 5-epimer were synthesized from the divinylcarbinol (3) with Sharpless asymmetric epoxidation of 3 and the oxidative cyclization of 9 with PDC as the key steps.
文摘Asymmetric epoxidation of methyl gibberellate by the modified Sharpless reagent at various temperature is described.Compound 8 and 9 can be used as the key intermediates for the syntheses of the polyhydroxygibberellins.
文摘The stereoselective synthesis of (-)-slaframine has been achieved by utilizing the Sharpless asymmetric epoxidation of divinylcarbinol (2) and the regio-selective dihydroxylation of compound 4 as the key steps.
基金This work was search Program supported by the （973 Program） National Basic Reof China （No. 2010CB833200）, the National Natural Science Foundation of China （No. 20832005） and the Natural Science Foundation of Fujian Province of China （No. 2011J01054）.
文摘Starting from propargyl alcohol （12）, and on the basis of Zhou＇s modified Sharpless asymmetric epoxidation, the sex pheromone of the Gypsy moth, disparlure （＋）-8 and its enantiomer （-）-8 have been synthesized, each in six steps, with overall yields of 29% for （＋）-8 and 27% for （-）-8 （ee〉98%）. The use of the sequential coupling tactic renders the method flexible, which is applicable to the synthesis of other cis-epoxy pheromones.
基金the financial support from the National Natural Science Foundation of China(Nos.21302078,21572089,21732001,21672017)the Program for Changjiang Scholars and the Innovative Research Team in Universities(PCSIRT:No.IRT_15R28)+3 种基金the State Key Basic Research Program of the PRC(No.2018YFC0310900)Shenzhen Science and Technology Innovation Committee(No.JCYJ20180504165454447)Shenzhen Basic Research Program(No.20180202)the National Ten Thousand Talent Program(the Leading Talent Tier)。
文摘Studies on the synthesis of antifungal and anticancer natural product,pseudolaric acid B,have led to the enantioselective synthesis of di-epi-trans-fused[5-7]-bicyclic co re skeleton.The synthesis was achieved in 10 linear steps,which features the Sharpless asymmetric epoxidation,cyanide-opening reaction of epoxide,and intramolecular[5+2]cycloaddition reaction as the key transformations.The stereochemistry was determined by the X-ray crystallographic analysis.
基金support from The First Hospital of Jilin University
文摘The antibiotic （-）-anisomycin was synthesized starting from D-tyrosine using Sharpless asymmetric epoxidation as a key reaction followed by formation and hydrolysis of oxazoline set up all chiral center.
基金Project supported by the National Natural Science Foundation of China
文摘(+)-Preussin (1) and its 5-epimer were synthesized from the divinylcarbinol (3) with Sharpless asymmetric epoxidation of 3 and the oxidative cyclization of 9 with PDC as the key steps.
