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Expedient synthesis of [5,5]- and [6,5]-benzannulated spiroketals from 1,1-diacyl-2-vinyl cyclopropanes
Journal article   Open access  Peer reviewed

Expedient synthesis of [5,5]- and [6,5]-benzannulated spiroketals from 1,1-diacyl-2-vinyl cyclopropanes

Sinan Gai, Holly D. Guilder and Bill C. Hawkins
ARKIVOC free online journal of organic chemistry, Vol.2024(2), 202312101
01/01/2024

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
Palladium-mediated oxidative spirocyclization of 1,1-diacyl-2-vinylcyclopropanes afforded a small series of benzannulated 6,5- and 5,5-spiroketals. The rapid construction of these scaffolds proceeded in moderate to good yield (27-63%). However, efforts to thoroughly examine scope were hampered by both poor diastereoselectivity and, in the case of the 5,5-benzannulated spiroketal series, access to the requisite 1,3dicarbonyl starting materials.
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https://doi.org/10.24820/ark.5550190.p012.101View
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