open access

https://hdl.handle.net/2115/92868

Synthesis of Fluoromethyl-Substituted Cyclopropanes by Electrophilic Cyclization of Homoallylic Boronate Intermediates

英語

Organoboron compound 5

2023-10-13

Wiley-Blackwell

Advanced synthesis & catalysis

365(19)

3241-3246

The electrophilic cyclization via the boronate complex between various homoallylic boronates and Selectfluor & REG; is reported. This reaction provides a fluoromethylated cyclopropane ring that was difficult to synthesize by previous methods. The use of phenyl lithium, which activates the homoallylic boronate, is important for the reaction. The intermediate boronate species in this reaction was observed through 11B{1H} NMR experiments. We also demonstrate the synthesis of a building block, including fluoromethyl-substituted cyclopropane for a bioactive compound. image

学術雑誌論文

Accepted Manuscript

This is the peer reviewed version of the following article: Oyama, N., Ito, H., /Adv. Synth. Catal./ 2023, 365, 3241, which has been published in final form at https://doi.org/10.1002/adsc.202300529 <https://doi.org/10.1002/adsc.202300529>. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.

1615-4150