Journal
TETRAHEDRON LETTERS
Volume 57, Issue 33, Pages 3790-3794Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.07.035
Keywords
Tomita Zipper cyclization; Microwave; Phosphine; Spirooxindole; Dicyanomethylideneoxindole
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Funding
- National Science Foundation of China [21502013, 21272214]
- Scientific and Technological Research Program of the Chongqing Municipal Education Commission [KJ1501111]
- Chongqing University of Arts and Sciences [R2015BX01]
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A microwave-assisted and phosphine-mediated Tomita Zipper cyclization of dicyanomethylideneoxindoles and ynones has been developed. Various functionalized spirooxindoles with five-membered carbocyclic ring can be obtained in moderate to good yields with moderate to excellent diastereoselectivities through in situ generation of alpha-nucleophile (up to 87% yield, >20:1 dr). (C) 2016 Elsevier Ltd. All rights reserved.
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