Published in
Org. Chem. Front., 4(2), p. 388-393
DOI: 10.1039/c4qo00332b
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- Royal Society of Chemistry
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Synthetic strategies toward the decalin motif of maklamicin and related spirotetronates
Journal article published in 2015 by
Michelle H. Lacoske,
Jing Xu 
,
Noel Mansour,
Chao Gao,
Emmanuel A. Theodorakis
,
Noel Mansour,
Chao Gao,
Emmanuel A. Theodorakis
This paper is available in a repository.
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Abstract
Herein we describe a scalable approach to the decalin moiety of maklamicin. Key to the synthesis is an intramolecular Diels-Alder (IMDA) reaction that proceeds via an endo-axial transition state to generate the desired stereochemistry. We explored the diastereoselectivity of the IMDA reaction as a function of both chiral catalysis and acyclic precursor stereochemistry.