Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 22, Pages 9151-9154Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo801867w
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Funding
- NIH National Institutes of General Medical Sciences [GM-30859]
- NIGMS [GM082113]
- Merck
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A new synthesis of 3,3'-bioxindoles is reported that is well suited for the preparation of unsymmetrical structures. In the key step, 3-hydroxy-3,3'-bioxindoles are constructed by Mukaiyama aldol reaction of 2-siloxyindoles with isatins. These tertiary carbinols are formed in high diastereoselectivities, with substitution at various positions of the isatin and the 2-siloxyindole being tolerated.
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