European Journal of Organic Chemistry, volume2008, issue36, pages6213-6224
Debendra K. Mohapatra 1, 2
,
Debabrata Bhattasali 2
,
Mukund K. Gurjar 2
,
M. Islam Khan 3
,
K. S. Shashidhara 3
Hide authors affiliations Show authors affiliations: 3 affiliations
1
Current Address: Division of Organic Chemistry, Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India |
2
Division of Organic Chemistry, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India, Fax: +91-40-27160512 |
3
Division of Biochemical Sciences, National Chemical Laboratory, Dr Homi Bhabha Road, Pune 411008, India |
Publication type:Journal Article
Publication date:2008-12-01
Wiley
Journal: European Journal of Organic Chemistry
scimago Q2
wos Q2
SJR:0.584
CiteScore:5.4
Impact factor:2.5
ISSN:1434193X, 10990690
Copy DOI
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
Penarolide sulfate A1, with three contiguous stereogenic centers on a macrocyclic skeleton, affords promise as an α-glucosidase inhibitor. Herein, we describe the first asymmetric total synthesis of this natural product. A stereoselective strategy for rapid assembly of the complete framework of the 30-membered macrocyclic core is delineated herein. Sequential amidation and intramolecular Sonogashira cross-coupling reactions were pivotal to the success of our efforts. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
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| 1 2 3 | |
| Tetrahedron | Tetrahedron, 3, 13.64% Tetrahedron 3 publications, 13.64% |
| European Journal of Organic Chemistry | European Journal of Organic Chemistry, 2, 9.09% European Journal of Organic Chemistry 2 publications, 9.09% |
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| Natural Product Reports | Natural Product Reports, 1, 4.55% Natural Product Reports 1 publication, 4.55% |
| Chemical Society Reviews | Chemical Society Reviews, 1, 4.55% Chemical Society Reviews 1 publication, 4.55% |
| Chemical Science | Chemical Science, 1, 4.55% Chemical Science 1 publication, 4.55% |
| Organic and Biomolecular Chemistry | Organic and Biomolecular Chemistry, 1, 4.55% Organic and Biomolecular Chemistry 1 publication, 4.55% |
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| Journal of Biologically Active Products from Nature | Journal of Biologically Active Products from Nature, 1, 4.55% Journal of Biologically Active Products from Nature 1 publication, 4.55% |
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| Wiley | Wiley, 5, 22.73% Wiley 5 publications, 22.73% |
| American Chemical Society (ACS) | American Chemical Society (ACS), 5, 22.73% American Chemical Society (ACS) 5 publications, 22.73% |
| Royal Society of Chemistry (RSC) | Royal Society of Chemistry (RSC), 5, 22.73% Royal Society of Chemistry (RSC) 5 publications, 22.73% |
| Elsevier | Elsevier, 3, 13.64% Elsevier 3 publications, 13.64% |
| | Taylor & Francis 1 publication, 4.55% |
| Springer Nature | Springer Nature, 1, 4.55% Springer Nature 1 publication, 4.55% |
| IntechOpen | IntechOpen, 1, 4.55% IntechOpen 1 publication, 4.55% |
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