Traceless solid phase synthesis of natural product inspired cis-1,2-dehydrodecalins.
نویسندگان
چکیده
A tetrazole-based traceless linker for Diels-Alder reactions on solid support which can be cleaved by Pd(0)-, Cu(I)- and Ag(I)-assisted nucleophilic displacements has been developed and applied to the solid-phase/traceless release synthesis of natural product inspired cis-decalins.
منابع مشابه
Fluorous and traceless synthesis of substituted indole alkaloids.
The fluorous traceless synthesis of substituted indole alkaloids is carried out first by attaching the 3-(perfluorooctyl)propanol with Boc protected L-tryptophan. The reaction of perfluoroalkyl (Rfh)-tagged tryptophan esters with various aldehydes undergoes Pictet-Spengler reaction to give cis and trans stereoisomers of tetrahydro-beta-carbolines. The nucleophilic addition of the piperidine nit...
متن کاملNatural product-derived modulators of cell cycle progression and viral entry by enantioselective oxa Diels-Alder reactions on the solid phase.
The underlying frameworks of natural product classes with multiple biological activities can be regarded as biologically selected and prevalidated starting points in vast chemical structure space in the development of compound collections for chemical biology and medicinal chemistry research. For the synthesis of natural product-derived and -inspired compound collections, the development of ena...
متن کاملSolid-Phase Synthesis of 1,3,7,8-Tetrasubstituted Xanthine Derivatives on Traceless Solid Support.
Traceless solid-phase synthesis of 1,3,7,8-tetrasubstituted xanthine (1,3,7,8-tetrasubstituted 1H-purine-2,6(3H,7H)-dione) derivatives has been developed. The solid-phase synthetic route began on a solid supported N'-cyano-N-substituted carbamimidothioate, which was prepared from cyanamide, isothiocyanate, and Merrifield resin. After N-alkylation of carbamimidothioate resin with ethyl 2-bromoac...
متن کاملSolid state synthesis of NiO nanoparticles from [(1,2-bis(2-formyl-3-methoxyphenyl)propane)nickel(II)] chloride
In this paper, nickel oxide (NiO) nanoparticles have been prepared by solid state thermal decomposition of an acyclic nickel(II) complex (1,2-bis(2-formyl-3-methoxyphenyl)propane)nickel(II) chloride, [NiL]Cl2, in an electrical furnace at optimal temperature, 450 ºC for 3.5 h. The nickel(II) complex is obtained via solid state synthesis using nickel(II) chloride and tetradentate O4 acyclic ligan...
متن کاملChiral auxiliary mediated 1,2-cis glycosylations for the solid supported synthesis of a biologically important branched α-glucan
Solid-phase oligosaccharide synthesis offers the promise of providing libraries of oligosaccharides for glycomics research. A major stumbling block to solid-phase oligosaccharide synthesis has been a lack of general methods for the stereoselective installation of 1,2-cis-glycosides, and intractable mixtures of compounds are obtained if several such glycosides need to be installed. We have prepa...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 20 شماره
صفحات -
تاریخ انتشار 2009