Cyclopropane Intermediates from Insertion Reactions of Platinum-Carbenes: A Route to Heterospiranes
- Authors
- Kim, Kiseong; Kim, Soyung; Oh, Chang Ho
- Issue Date
- Feb-2018
- Publisher
- GEORG THIEME VERLAG KG
- Keywords
- cyclization; platinum catalysis; pyrylium ions; carbenes; heterospiranes
- Citation
- SYNLETT, v.29, no.3, pp.354 - 358
- Indexed
- SCIE
SCOPUS
- Journal Title
- SYNLETT
- Volume
- 29
- Number
- 3
- Start Page
- 354
- End Page
- 358
- URI
- https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/150586
- DOI
- 10.1055/s-0036-1591489
- ISSN
- 0936-5214
- Abstract
- Heteroaromatic-anchored enynals with a pendent alkene group were successfully cyclized through a Huisgen-type [3+2] cycloaddition to give a tetracyclic Pt-carbene complex that underwent insertion into the C-H bond in the beta-position to give fused cyclopropanes that are otherwise inaccessible. On heating, the cyclopropanes smoothly rearranged to form the corresponding heterospiranes with excellent levels of stereoselectivity and high yields.
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