Literature DB >> 19663447

A chemistry cascade: from physical organic studies of alkoxy radicals to alkaloid synthesis.

Albert Padwa1.   

Abstract

In this Perspective, I present a personal account of a succession of chemical projects that I was involved with, each of which triggered or initiated my next research undertaking. It started with my early work in the field of physical organic photochemistry, which, in turn, guided me to my current research dealing with the synthesis of biologically active alkaloids. The article highlights some of the dominant themes of my research program over the past 48 years. Subject matter that is discussed includes the generation of reactive intermediates by photoexcitation, [1,3]-dipolar cycloaddition chemistry, rhodium(II)-catalyzed domino reactions of alpha-diazo carbonyl compounds, intramolecular [4 + 2]-cycloaddition of 2-amidofurans, and the utilization of various thio fragments for the synthesis of nitrogen heterocycles.

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Year:  2009        PMID: 19663447     DOI: 10.1021/jo901300x

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  8 in total

1.  STUDIES DIRECTED TOWARD THE SYNTHESIS OF NAKADOMARIN A.

Authors:  Thomas Haimowitz; Mark E Fitzgerald; Jeffrey D Winkler
Journal:  Tetrahedron Lett       Date:  2011-04-27       Impact factor: 2.415

2.  A metal-free aromative cascade for the synthesis of diverse heterocycles.

Authors:  Steven C Schlitzer; Dhanarajan Arunprasath; Katelyn G Stevens; Indrajeet Sharma
Journal:  Org Chem Front       Date:  2020-01-02       Impact factor: 5.281

3.  Asymmetric Synthesis of Highly Functionalized Cyclopentanes by a Rhodium- and Scandium-Catalyzed Five-Step Domino Sequence.

Authors:  Brendan T Parr; Zhanjie Li; Huw M L Davies
Journal:  Chem Sci       Date:  2011-09-02       Impact factor: 9.825

4.  A convergent stereoselective synthesis of quinolizidines and indolizidines: chemoselective coupling of 2-hydroxymethyl-substituted allylic silanes with imines.

Authors:  Dexi Yang; Glenn C Micalizio
Journal:  J Am Chem Soc       Date:  2009-12-09       Impact factor: 15.419

5.  Iron(II) bromide-catalyzed intramolecular C-H bond amination [1,2]-shift tandem reactions of aryl azides.

Authors:  Quyen Nguyen; Tuyen Nguyen; Tom G Driver
Journal:  J Am Chem Soc       Date:  2013-01-03       Impact factor: 15.419

6.  Vinylogous reactivity of enol diazoacetates with donor-acceptor substituted hydrazones. Synthesis of substituted pyrazole derivatives.

Authors:  Xinfang Xu; Peter Y Zavalij; Wenhao Hu; Michael P Doyle
Journal:  J Org Chem       Date:  2013-01-24       Impact factor: 4.354

7.  A fully recyclable heterogenized Cu catalyst for the general carbene transfer reaction in batch and flow.

Authors:  Lourdes Maestre; Erhan Ozkal; Carles Ayats; Álvaro Beltrán; M Mar Díaz-Requejo; Pedro J Pérez; Miquel A Pericàs
Journal:  Chem Sci       Date:  2014-11-28       Impact factor: 9.825

8.  Synthesis of complex hexacyclic compounds via a tandem Rh(II)-catalyzed double-cyclopropanation/Cope rearrangement/Diels-Alder reaction.

Authors:  Jillian E Spangler; Yajing Lian; Sandeep N Raikar; Huw M L Davies
Journal:  Org Lett       Date:  2014-09-10       Impact factor: 6.005

  8 in total

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