Catalytic enantioselective addition of isocyanoacetate to 3-methyl-4-nitro-5-styrylisoxazoles under phase transfer catalysis conditions. Issue 43 (7th October 2015)

• Record Type: Journal Article
• Authors: Disetti, Paolo; Moccia, Maria; Salazar Illera, Diana; Suresh, Surisetti; Adamo, Mauro F. A.
• Is Part Of: Organic & biomolecular chemistry. Volume 13:Issue 43(2015)
• Page Start: 10609
• Page End: 10612
• Publication Date: 2015-10-07
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c5ob01880c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The reaction between 3-methyl-4-nitro-5-styrylisoxazoles and ethyl isocyanoacetate proceeded under PTC to give enantioenriched monoadducts in high ee (up to 99%). Abstract : The reaction between 3-methyl-4-nitro-5-styrylisoxazoles and ethyl isocyanoacetate proceeded under phase transfer catalysis to give enantioenriched monoadducts in high enantiomeric excess (up to 99% ee). The resulting adducts were subsequently cyclised to give 2, 3-dihydropyrroles and substituted pyrrolidines in identical high ees and as a single diastereoisomer.