A new asymmetric activation strategy for hydrazones as acyl anion equivalents in the bimetallic catalyzed carbonyl-ene reaction
Organic and Biomolecular Chemistry, ISSN: 1477-0520, Vol: 19, Issue: 9, Page: 2055-2062
2021
- 2Citations
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Article Description
A new asymmetric activation strategy for hydrazones as acyl anion equivalents is developed in the bimetallic catalyzed carbonyl-ene reaction of isatins and hydrazones. Under mild conditions, optically active functionalized 3-hydroxy-2-oxindoles were furnished in up to 98% yield with up to 97% enantioselectivity. In this process, formaldehydetert-butylhydrazone which is seldom employed in asymmetric carbonyl-ene reactions accelerated by a metallic catalyst can be activated well by a Brønsted base. A possible catalytic cycle is proposed.
Bibliographic Details
http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=85102366073&origin=inward; http://dx.doi.org/10.1039/d1ob00017a; http://www.ncbi.nlm.nih.gov/pubmed/33599668; https://xlink.rsc.org/?DOI=D1OB00017A; https://dx.doi.org/10.1039/d1ob00017a; https://pubs.rsc.org/en/content/articlelanding/2021/ob/d1ob00017a
Royal Society of Chemistry (RSC)
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