Started from 5-hydroxy-2-pentanone, (R)(E)-3,7-dimethyl-2-octene-1,8-dioic acid, callosobruchusic acid, was synthesized via five steps with D-(-)-camphor sultam as the chiral auxiliary. It was of good optical purity a...Started from 5-hydroxy-2-pentanone, (R)(E)-3,7-dimethyl-2-octene-1,8-dioic acid, callosobruchusic acid, was synthesized via five steps with D-(-)-camphor sultam as the chiral auxiliary. It was of good optical purity and yield.展开更多
Binaphthalene-core phosphepine compounds with axial chirality belong to an important class of organocatalysts and ligands used in catalytic asymmetric synthesis.However,the number and application of these compounds ha...Binaphthalene-core phosphepine compounds with axial chirality belong to an important class of organocatalysts and ligands used in catalytic asymmetric synthesis.However,the number and application of these compounds have been limited due to the lack of efficient synthetic methods currently available to researchers.Herein,a simple and efficient palladium-catalyzed C—P cross-coupling reaction of enantiopure(R)-1 with a variety of aryl and heteroaryl halides is reported.The reaction provides access to a series of chiral binaphthalene-core phosphepine compounds using Pd(OAc)2/dippf as a catalyst,which allows most products to be formed in moderate to high yields(40%~92%)with excellent ee values(90%~99%ee).展开更多
基金Supported by the National Natural Science Foundation of China( No. 2 9872 0 12)
文摘Started from 5-hydroxy-2-pentanone, (R)(E)-3,7-dimethyl-2-octene-1,8-dioic acid, callosobruchusic acid, was synthesized via five steps with D-(-)-camphor sultam as the chiral auxiliary. It was of good optical purity and yield.
文摘Binaphthalene-core phosphepine compounds with axial chirality belong to an important class of organocatalysts and ligands used in catalytic asymmetric synthesis.However,the number and application of these compounds have been limited due to the lack of efficient synthetic methods currently available to researchers.Herein,a simple and efficient palladium-catalyzed C—P cross-coupling reaction of enantiopure(R)-1 with a variety of aryl and heteroaryl halides is reported.The reaction provides access to a series of chiral binaphthalene-core phosphepine compounds using Pd(OAc)2/dippf as a catalyst,which allows most products to be formed in moderate to high yields(40%~92%)with excellent ee values(90%~99%ee).