Fluorous diastereomeric mixture synthesis (FDMS) of hydantoin-fused hexahydrochromeno[4,3-b]pyrroles.
نویسندگان
چکیده
Fluorous diastereomeric mixture synthesis (FDMS) is introduced and demonstrated in the synthesis of six diastereomers of hydantoin-fused hexahydrochromeno[4,3-b]pyrroles.
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 کاملOrganocatalytic asymmetric intramolecular [3+2] cycloaddition: a straightforward approach to access multiply substituted hexahydrochromeno[4,3-b]pyrrolidine derivatives in high optical purity.
A chiral phosphoric acid-catalyzed intramolecular 1,3-dipolar cycloaddition of 4-(2-formylphenoxy)butenoates with amino esters provides hexahydromeno[4,3-b]pyrrolidine derivatives in high enantioselectivity (up to 94% ee).
متن کاملOne-step synthesis of high-purity fluorous-capped inorganic nanoparticles.
Making use of the fact that perfluorohydrocarbon, and hydrocarbon solvents become miscible at high temperatures, highly pure inorganic nanoparticles capped with fluorous labels have been generated in a one-step synthesis. The procedure involves taking the reactants in a hydrocarbon+perfluorohydrocarbon mixture along with a fluorous reagent and carrying out the reaction at elevated temperatures....
متن کاملFluorous Mixture Synthesis (FMS) of Enantiomers, Diastereomers, and Compound Libraries.
Fluorous mixture synthesis (FMS) is a newly developed highly-efficient solution-phase technology. A set of substrates attached to homologous fluorous tags is mixed and taken through a sequence of organic reactions. The final mixtures are demixed by fluorous HPLC and detagged to give individually pure final products. Applications of FMS for the preparation of 2 enantiomers of pyridovericin, 16 d...
متن کاملStereoisomer libraries: total synthesis of all 16 stereoisomers of the pine sawfly sex pheromone by a fluorous mixture-synthesis approach.
All 16 stereoisomers of the sex pheromone of pine sawfly (3,7,11-trimethylundecanol propanoate ester) have been synthesized on a 10- to 20-mg scale by a split-parallel fluorous mixture-synthesis approach. Spectral data obtained for all 32 compounds (16 alcohols and the corresponding propionates) matched well with published data, thereby validating the fluorous-tag encoding of diastereoisomers. ...
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 46 40 شماره
صفحات -
تاریخ انتشار 2010