Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 5, Pages 2714-2724Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b03177
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- Nankai University
- NNSFC [21390400, 21421062]
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A chiral squaramide catalyzed approach constructing spiro-3,4-dihydrocoumarin motif by the enantioselective 1,6-addition/acetalization reactions of 1-oxotetralin-2-carbaldehydes and ortho-hydroxyphenyl-substituted para-quinone methides followed by an oxidation was developed. The reactions proceeded smoothly with a wide range of p-QMs and 1-oxotetralin-2-carbaldehydes to generate corresponding products in high yields with excellent diastereoselectivities (>19:1 dr) and enantioselectivities (up to 99% ee).
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