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Construction of perhydro indol-2-ones by a methoxide catalyzed deacetylation-Michael-aldol cascade.

Abstract:
An efficient, stereoselective Michael-aldol cascade for the one-pot construction of the perhydro indol-2-one bicyclic ring system using an acetate protected doubly-activated pyrrole-2-one pro-nucleophile and alpha,beta-unsaturated carbonyl compounds has been developed. Initiated by a methoxide deacetylation in methanol at room temperature, the cascade is easy to perform, stereoselective, efficient and broad in scope to this synthetically relevant structure.
Publication status:
Published

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Publisher copy:
10.1039/b924637a

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
Chemical communications (Cambridge, England)
Volume:
46
Issue:
10
Pages:
1691-1693
Publication date:
2010-03-05
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
URN:
uuid:8fa50489-ae7c-4291-b926-79e61fbff450
Source identifiers:
48922
Local pid:
pubs:48922

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