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Abstract A Rh(II)/Au(I) catalyzed carbene cascade approach for the stereoselective synthesis of diverse spirocarbocycles is described. The cascade reaction involves a rhodium carbene initiatedsp2C−H functionalization followed by a gold catalyzed Conia‐ene cyclization. The cascade reaction accommodates a variety of aryl substituents as well as ring sizes and proceeds with high diastereoselectivity providing access to diverse spirocarbocycles. magnified image
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A metal-free aromatic cascade for the synthesis of diverse heterocycles
A metal-free aromatic cascade has been developed for the synthesis of diverse heterocycles from readily accessible hydroxy/aminochalcones and acid/alkyl halides. The cascade is initiated by a base-mediated intramolecular aldol cyclization/dehydration sequence to provide a triene, which sets the stage for a 6π-electrocyclization/oxidative aromatization to access diverse heterocyclic scaffolds.
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- Award ID(s):
- 1753187
- PAR ID:
- 10147691
- Date Published:
- Journal Name:
- Organic Chemistry Frontiers
- Volume:
- 7
- Issue:
- 7
- ISSN:
- 2052-4129
- Page Range / eLocation ID:
- 913 to 918
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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- Free Publicly Accessible Full Text
-
Accepted Manuscript1.0
- Journal Article:
- https://doi.org/10.1039/c9qo01336a
