Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Reviews and Accounts
Generating Carbon Radicals Through Alcohol C-O Bond Cleavage
Takuya Suga
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2025 Volume 83 Issue 10 Pages 858-874

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Abstract

Given a recent significant progress on the radical chemistry, today's organic synthesis venue strongly demands efficient methods to generate carbon radicals which overwhelmingly surpass traditional ones. One of the ideal features of such methods is a “straightforward access” from common chemicals/functional groups. In this context, this article spotlight on the concise activation of hydroxy C-O bonds that directly renders the corresponding carbon radicals. This article consists of nine chapters besides introduction and conclusion: 1) benzoxazolium (MacMillan's NHC), 2) low-valent titanium, 3) phosphorus (IV), 4) dithiocarbonate, 5) boryl radical, 6) miscellaneous esterification, 7) halogenation, 8) rhenium-oxo complex and 9) spin-center shift.

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