✍ Scribed by Takashi Sakai; Kazuyoshi Miyata; Mutsumi Ishikawa; Akira Takeda
No coin nor oath required. For personal study only.
Reaction of 1,3-dihalo-3-methyl-Z-butanone with t-butyl acetoacetate (NaH) gave t-butyl 3,4-dihydro-2,2,6-trimethyl-4-oxo-2H-pyran-5-carboxylate via the Favorskii-type rearrangement. Michael addition of 4-methylphenyllithium (CuI) followed by ring cleavage with Me3SiC1-NaI in DMF or PrCN afforded ar-atlantone as well as (?)-ar-turmerone selectively. Conjugated enones have been widely used as versatile intermediates in organic synthesis.
📜 SIMILAR VOLUMES
A new synthetic method of 3-acyltetronic acid derivatives from the corresponding 3bromo compound via lithiation with n-BuLi followed. either by acylation with acid chloride or better by first reacting with aldehyde and then subsequent oxidation with active MnO2 is described. A revised structure ,l$
## Abstract Reaction of ketooximes containing α‐methylene group with chloramine‐T followed by treatment with tri‐ethylamine leads to the formation of α‐nitrosoolefins __via__ α‐nitrosochloride, which can react __in situ__ intermol‐ecularly with olefinic compounds to produce 5,6‐dihydro‐4__H__‐1,2‐o