Journal
TETRAHEDRON
Volume 69, Issue 41, Pages 8751-8757Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.07.084
Keywords
Cascade; Michael-aldol; Oxindole; Diastereoselectivity
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Funding
- National Science Council of the Republic of China [NSC 99-2113-M-003-002-MY3]
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An efficient cascade protocol has been developed for the diastereoselective synthesis of functionalized six-membered spirocyclic compounds. The reaction proceeded smoothly between indane 1,3-diones/oxindoles/coumaranone as the dinucleophilic components and (E)-5-nitro-6-aryl-hex-5-en-2-one as the dielectrophile to give the desired products with reasonable to high chemical yields (30-84%) and high levels of diastereoselectivities (upto >95:5 dr). The reaction proceeded smoothly via cascade Michael aldol reaction. (C) 2013 Elsevier Ltd. All rights reserved.
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