Literature DB >> 21655580

Nickel(II)-catalyzed diastereoselective [3+2] cycloaddition of N-tosyl-aziridines and aldehydes via selective carbon-carbon bond cleavage.

Xingxing Wu1, Lei Li, Junliang Zhang.   

Abstract

An efficient and mild Ni(ClO(4))(2)-catalyzed [3+2] cycloaddition of N-tosylaziridines and aldehydes via C-C bond cleavage was developed. The cycloaddition reaction proceeds with high diastereoselectivity and regioselectivity leading to highly substituted 1,3-oxazolidines. Notably, this novel reaction can be easily expanded to gram level scale and the thermal conditions cannot achieve the same transformation.

Entities:  

Year:  2011        PMID: 21655580     DOI: 10.1039/c1cc12189h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Synthesis of Structurally Diverse 3-, 4-, 5-, and 6-Membered Heterocycles from Diisopropyl Iminomalonates and Soft C-Nucleophiles.

Authors:  Padmanabha V Kattamuri; Urmibhusan Bhakta; Surached Siriwongsup; Doo-Hyun Kwon; Lawrence B Alemany; Muhammed Yousufuddin; Daniel H Ess; László Kürti
Journal:  J Org Chem       Date:  2019-05-14       Impact factor: 4.354

2.  Asymmetric [3 + 2] cycloaddition of donor-acceptor aziridines with aldehydes via carbon-carbon bond cleavage.

Authors:  Yuting Liao; Xiaohua Liu; Yu Zhang; Yali Xu; Yong Xia; Lili Lin; Xiaoming Feng
Journal:  Chem Sci       Date:  2016-02-23       Impact factor: 9.825

Review 3.  1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides with Carbonyl Dipolarophiles Yielding Oxazolidine Derivatives.

Authors:  Adam G Meyer; John H Ryan
Journal:  Molecules       Date:  2016-07-23       Impact factor: 4.411

  3 in total

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