Unknown

Dataset Information

0

Stereoselective conjugate radical additions: application of a fluorous oxazolidinone chiral auxiliary for efficient tin removal.

ABSTRACT: [reaction: see text] A series of asymmetric free-radical-mediated intermolecular conjugate additions using a fluorous oxazolidinone chiral auxiliary has been completed. The fluorous auxiliary facilitated product isolation using fluorous solid phase extractions (FSPE), effectively removing excess organic and organometallic reagents. Parallel reactions carried out with a similar but nonfluorous norephedrine-derived oxazolidinone demonstrated the superior stereoselectivity and purification obtainable with the fluorous chiral auxiliary.

SUBMITTER: Hein JE 

PROVIDER: S-EPMC1524859 | biostudies-literature | 2005 Jun

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Stereoselective conjugate radical additions: application of a fluorous oxazolidinone chiral auxiliary for efficient tin removal.

Hein Jason E JE   Zimmerman Jake J   Sibi Mukund P MP   Hultin Philip G PG  

Organic letters 20050601 13

[reaction: see text] A series of asymmetric free-radical-mediated intermolecular conjugate additions using a fluorous oxazolidinone chiral auxiliary has been completed. The fluorous auxiliary facilitated product isolation using fluorous solid phase extractions (FSPE), effectively removing excess organic and organometallic reagents. Parallel reactions carried out with a similar but nonfluorous norephedrine-derived oxazolidinone demonstrated the superior stereoselectivity and purification obtainab  ...[more]

Similar Datasets

Other Stereoselective RNA Reaction with Chiral 2'-OH Acylating Agents
2023-11-14 | GSE247565 | GEO
Unknown An Auxiliary Approach for the Stereoselective Synthesis of Topologically Chiral Catenanes.
| S-EPMC6588264 | biostudies-literature
Unknown Enantioselective radical conjugate additions driven by a photoactive intramolecular iminium-ion-based EDA complex.
| S-EPMC6095928 | biostudies-literature
Unknown Stereoselective synthesis of perillaldehyde-based chiral ?-amino acid derivatives through conjugate addition of lithium amides.
| S-EPMC4273274 | biostudies-literature
Unknown Stereoselective access to tubuphenylalanine and tubuvaline: improved Mn-mediated radical additions and assembly of a tubulysin tetrapeptide analog.
| S-EPMC4924578 | biostudies-literature
Unknown Enantioselective conjugate silyl additions to cyclic and acyclic unsaturated carbonyls catalyzed by Cu complexes of chiral N-heterocyclic carbenes.
| S-EPMC2836128 | biostudies-literature
Unknown Second-generation DBFOX ligands for the synthesis of beta-substituted alpha-amino acids via enantioselective radical conjugate additions.
| S-EPMC2627584 | biostudies-literature
Unknown Stereoselective additions of thiyl radicals to terminal ynamides.
| S-EPMC2878391 | biostudies-literature
Unknown Calcium(ii)-catalyzed enantioselective conjugate additions of amines.
| S-EPMC5887857 | biostudies-other
Unknown N-heterocyclic carbene-catalyzed conjugate additions of alcohols.
| S-EPMC2944903 | biostudies-literature