期刊文献+

二次检索

题名
关键词
文摘
作者
第一作者
机构
刊名
分类号
参考文献
作者简介
基金资助
栏目信息

年份

学科

共找到2篇文章
< 1 >
每页显示 20 50 100
Total Synthesis of Starfish Cyclic Steroid Glycosides.Part 3,Formal Total Synthesis of Luzonicosides A and D 被引量:1
1
作者 Dapeng Zhu mingyu geng +1 位作者 Dacheng Shen Biao Yu 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2023年第8期903-908,共6页
Comprehensive Summary Luzonicosides A(1)and D(2)are the major saponins isolated from pacific starfish Echinaster Luzonicus,featuring a sterically congested 16-membered ring which is formed by bridging the C3 and C6 of... Comprehensive Summary Luzonicosides A(1)and D(2)are the major saponins isolated from pacific starfish Echinaster Luzonicus,featuring a sterically congested 16-membered ring which is formed by bridging the C3 and C6 of a 3β,6β-dihydroxy-Δ7-ene steroid with a 1,2-trans-linked linear trisaccharide via glycosidic and ether bonds,respectively.Here,we describe a formal total synthesis of starfish cyclic steroid glycosides 1 and 2.The synthetic route is highly modular and versatile,involving construction of the 16-membered macrocycles via Au(I)-catalyzed intramolecular glycosylation,highly efficient installation of unsaturated sugar moieties with ortho-hexynylbenzoates,elaboration of glucuronic acid unit via post-oxidation,and a de novo synthesis of the ether-linked pyranose unit. 展开更多
关键词 Cyclic starfish glycosides Gold(l)catalysis Glycosylation De novo synthesis STEROID
原文传递
Total Synthesis of Starfish Cyclic Steroid Glycosides.Part 1,Synthesis of the Aglycone and Attempts at Installation of the Sugar Units
2
作者 Bingfeng Shi Youxi Chen +2 位作者 mingyu geng Dapeng Zhu Biao Yu 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2023年第8期891-896,共6页
Comprehensive Summary Sepositoside A(1)is the major and first cyclic steroid glycoside isolated from starfishes,which features a strained 16-membered ring formed by tethering C3 and C6 of the steroid aglycone with a l... Comprehensive Summary Sepositoside A(1)is the major and first cyclic steroid glycoside isolated from starfishes,which features a strained 16-membered ring formed by tethering C3 and C6 of the steroid aglycone with a linear trisaccharide.We conceived a convergent synthetic plan in which sepositoside A was disconnected into a disaccharide and a steroid-glucose hybrid ether.The desired 3β,6β-dihydroxy-Δ7,8-23-one aglcyone was readily prepared from dehydroepiandrosterone in 12 steps.The etherification of the 6β-hydroxy-Δ7,8-steroid with a variety of hexopyranoside-C6-electrophiles and CO_(2)-extrusion of a steroid-pyranose hybrid carbonate were extensively studied;however,formation of the desired steroid-pyranose etherate linkage has not been successful.Model studies on theβ-selective installation of the(1→2)-linked disaccharide onto the steroidal C3β-OH with the corresponding disaccharideα-imidates were also examined,however,formation of theα-glycosides prevailed.The present results force us to explore alternative approaches to construct the steroid-pyranose etherate linkage and stepwise assembly of the glycans en route to the starfish cyclic steroid glycosides,which will be presented in two articles that follow. 展开更多
关键词 Cyclic starfish glycosides ETHERIFICATION Glycosylation STEROID Total synthesis
原文传递
上一页 1 下一页 到第
使用帮助 返回顶部