Journal
ORGANIC LETTERS
Volume 13, Issue 12, Pages 3086-3089Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol200987c
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Funding
- National Institutes of General Medical Sciences [NIGMS P50 GM086145-01]
- National Cancer Institute [R01 CA126827]
- Amgen
- GlaxoSmithKline
- AstraZeneca
- Robert H. Lurie Comprehensive Cancer Center at Northwestern University
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A Bronsted acid-catalyzed Prins-type cyclization sequence to construct spirooxindole pyrans in high yields and excellent diastereoselectivity has been developed. The combination of a beta-hydroxy dioxinone fragment and isatin dimethyl acetal generate oxa-spirooxindoles efficiently. These compounds are diversifiable scaffolds that tap into the rich chemistry of dioxinones.
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