An accelerated Rauhut–Currier dimerization enabled the synthesis of (±)-incarvilleatone and anticancer studies

Autor: Tharun K. Kotammagari, Sweta Misra, Sayantan Paul, Sunita Kunte, Rajesh G. Gonnade, Manas K. Santra, Asish K. Bhattacharya

Publikováno v: Beilstein Journal of Organic Chemistry, Vol 19, Iss 1, Pp 204-211 (2023)

The total synthesis of racemic incarvilleatone has been achieved by utilizing unexplored accelerated Rauhut–Currier (RC) dimerization. The other key steps of the synthesis are oxa-Michael and aldol reactions in a tandem sequence. Racemic incarville

Externí odkaz: https://doaj.org/article/fd5c7a08e0004b18b5e458313a587f53

Bio‐inspired Domino oxa‐Michael/Diels–Alder/oxa‐Michael Dimerization of para ‐Quinols

Autor: Koen P. W. Rietdijk, Andy Lawrence, Catherine A. Connolly, Nicholas J. Green, Gary S. Nichol, Fernanda Duarte

Publikováno v: Green, N, Connolly, C, Rietdijk, K, Nichol, G, Duarte Gonzalez, F & Lawrence, A 2018, ' Bio-Inspired Domino oxa-Michael/Diels-Alder/oxa-Michael Dimerization of para-Quinols ', Angewandte Chemie International Edition, vol. 57, no. 21, pp. 6198-6202 . https://doi.org/10.1002/anie.201802125
Green, N J, Connolly, C A, Rietdijk, K P W, Nichol, G S, Duarte, F & Lawrence, A L 2018, ' Bio-inspired Domino oxa-Michael/Diels-Alder/oxa-Michael Dimerization of para-Quinols ', Angewandte Chemie International Edition, vol. 57, no. 21, pp. 6198-6202 . https://doi.org/10.1002/anie.201802125

A bio-inspired, pyrrolidine-mediated, dimerization of para-quinols has been developed. It represents one of the most complex, yet general, dimerization reactions ever disclosed, selectively forming four new bonds, four new rings, and eight new contig

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::86257deaf9ceff4527178ded352a79d8
https://doi.org/10.1002/anie.201802125

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Total synthesis of incarviditone and incarvilleatone

Autor: Andy Lawrence, Anthony C. Willis, Patrick D. Brown, Michael S. Sherburn

Publikováno v: Lawrence, A, Brown, P D, Willis, A C & Sherburn, M S 2012, ' Total Synthesis of Incarviditone and Incarvilleatone ', Organic letters, vol. 14, no. 17, pp. 4537–4539 . https://doi.org/10.1021/ol302042u

The total synthesis of the racemic natural products (±)-incarviditone and (±)-incarvilleatone has been accomplished in three steps via biomimetic dimerization of (±)-rengyolone. Homochiral dimerization of (±)-rengyolone affords (±)-incarviditone

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c5fbd7b006ce558dfc8312e61e14da7b
https://pubmed.ncbi.nlm.nih.gov/22931401

Total Syntheses of Incarviditone and Incarvilleatone

Autor: Simon Breitler, Erick M. Carreira

Publikováno v: Synfacts. 8:1287-1287

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::596e196ddc1ca66ae78720b07d46523e
https://doi.org/10.1055/s-0032-1317552