Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 1, Pages 364-373Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02750
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- NNSFC [21390400, 21421062]
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A chiral phosphoric acid-catalyzed approach constructing dihydrocoumarin motifs by the addition of azlactones to para-quinone methides (p-QMs) was developed. The reaction proceeded smoothly with a wide range of p-QMs and azlactones to generate corresponding products in high yields with excellent diastereoselectivities (>19:1 dr) and enantioselectivities (up to 99% ee). Two possible pathways were proposed to explain the stereoselectivity.
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