Literature DB >> 26444678

Catalytic enantioselective addition of isocyanoacetate to 3-methyl-4-nitro-5-styrylisoxazoles under phase transfer catalysis conditions.

Paolo Disetti1, Maria Moccia2, Diana Salazar Illera1, Surisetti Suresh1, Mauro F A Adamo1.   

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.

Entities:  

Mesh:

Substances:

Year:  2015        PMID: 26444678     DOI: 10.1039/c5ob01880c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Tandem grinding reactions involving aldol condensation and Michael addition in sequence for synthesis of 3,4,5-trisubstituted isoxazoles.

Authors:  Xiao-Mu Hu; Hai Dong; Yue-Dan Li; Ping Huang; Zhuang Tian; Ping-An Wang
Journal:  RSC Adv       Date:  2019-09-04       Impact factor: 4.036

2.  [3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles.

Authors:  Xueming Zhang; Xianxiu Xu; Dawei Zhang
Journal:  Molecules       Date:  2017-07-07       Impact factor: 4.411

3.  Vinylogous Nitro-Haloform Reaction Enables Aromatic Amination.

Authors:  Claudio Monasterolo; Mauro F A Adamo
Journal:  Org Lett       Date:  2022-06-28       Impact factor: 6.072

4.  Allylic-Allylic Alkylation with 3,5-Dimethyl-4-nitroisoxazole: A Route to Dicarboxylic Acid Derivatives.

Authors:  Dorota Kowalczyk-Dworak; Marcin Kwit; Łukasz Albrecht
Journal:  J Org Chem       Date:  2020-02-20       Impact factor: 4.354

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.