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. 2021 Dec 17;87(1):56–65. doi: 10.1021/acs.joc.1c01721

Scheme 4. Hydration of 7a, 7b, and 7c Mixture in the Presence of Triflic F3CSO3H (Reagent) and Propionic (Solvent) Acids Leads to the Mixture of Ketones 8a [5(CH2),5(CO)], 8b [6(CH2),5(CO)], 8c [5(CH2),6(CO)], and 8d [6(CH2),6(CO)].

Scheme 4

The Regitz diazotransfer with tosyl azide affords the target diazoketones 1a [5(N2),5(CO)], 1b [6(N2),5(CO)], 1c [5(N2),6(CO)], and 1d [6(N2),6(CO)]. For full structures of 1a–d, see Figure 1.