Literature DB >> 30775918

Enantioselective Aza-Heck Cyclizations of N-(Tosyloxy)carbamates: Synthesis of Pyrrolidines and Piperidines.

Xiaofeng Ma1, Ian R Hazelden1, Thomas Langer2, Rachel H Munday2, John F Bower1.   

Abstract

Pd(0)-systems modified with SPINOL-derived phosphoramidate ligands promote highly enantioselective aza-Heck cyclizations of alkenyl N-(tosyloxy)carbamates. The method provides versatile access to challenging N-heterocycles and represents the broadest scope enantioselective aza-Heck protocol developed to date.

Entities:  

Year:  2019        PMID: 30775918     DOI: 10.1021/jacs.8b12689

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  11 in total

1.  Synthesis of Indolines and Derivatives by Aza-Heck Cyclization.

Authors:  Feiyang Xu; Katerina M Korch; Donald A Watson
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-13       Impact factor: 15.336

2.  Mapping Ambiphile Reactivity Trends in the Anti-(Hetero)annulation of Non-Conjugated Alkenes via PdII /PdIV Catalysis.

Authors:  Hui-Qi Ni; Phillippa Cooper; Shouliang Yang; Fen Wang; Neal Sach; Pranali G Bedekar; Joyann S Donaldson; Michelle Tran-Dubé; Indrawan J McAlpine; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-02       Impact factor: 15.336

3.  Total Synthesis of (±)-Impatien A via Aza-Heck Cyclization.

Authors:  Katerina M Korch; Donald A Watson
Journal:  Org Lett       Date:  2021-08-30       Impact factor: 6.072

4.  Radical Aza-Heck Cyclization of Imidates via Energy Transfer, Electron Transfer, and Cobalt Catalysis.

Authors:  Allen F Prusinowski; Henry C Sise; Taylor N Bednar; David A Nagib
Journal:  ACS Catal       Date:  2022-03-28       Impact factor: 13.700

5.  Complex Polyheterocycles and the Stereochemical Reassignment of Pileamartine A via Aza-Heck Triggered Aryl C-H Functionalization Cascades.

Authors:  Benjamin T Jones; Javier García-Cárceles; Lewis Caiger; Ian R Hazelden; Richard J Lewis; Thomas Langer; John F Bower
Journal:  J Am Chem Soc       Date:  2021-09-21       Impact factor: 15.419

6.  Leveraging the 1,3-azadiene-anhydride reaction for the synthesis of functionalized piperidines bearing up to five contiguous stereocenters.

Authors:  Jorge Garcia; Jane Eichwald; Jayme Zesiger; Timothy K Beng
Journal:  RSC Adv       Date:  2021-12-20       Impact factor: 3.361

7.  Palladium-catalyzed selective C-C bond cleavage and stereoselective alkenylation between cyclopropanol and 1,3-diyne: one-step synthesis of diverse conjugated enynes.

Authors:  Bedadyuti Vedvyas Pati; Asit Ghosh; Komal Yadav; Shyam Kumar Banjare; Shalini Pandey; Upakarasamy Lourderaj; Ponneri C Ravikumar
Journal:  Chem Sci       Date:  2022-02-08       Impact factor: 9.825

8.  Alcohols as Alkylating Agents in the Cation-Induced Formation of Nitrogen Heterocycles.

Authors:  Lydia Cox; Yuxiang Zhu; Philip J Smith; Kirsten E Christensen; Mireia Sidera Portela; Timothy J Donohoe
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-13       Impact factor: 16.823

9.  Tandem aza-Heck Suzuki and carbonylation reactions of O-phenyl hydroxamic ethers: complex lactams via carboamination.

Authors:  Run-Duo Gao; Scott A Shuler; Donald A Watson
Journal:  Chem Sci       Date:  2021-05-27       Impact factor: 9.825

Review 10.  Electrophilic Aminating Agents in Total Synthesis.

Authors:  Lauren G O'Neil; John F Bower
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-06       Impact factor: 16.823

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