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- W2953114928 abstract "The dihydrobenzoxazone 9e, which is easily prepared from salicylamide 11 and cyclohexanone, serves as an efficient auxiliary in the synthesis of the 1-β-methylcarbapenem key intermediate 10. The stereocontrolled Reformatsky-type reactions of the acetoxyazetidinone 2 with the carboximides 6 gave the intermediates 7 with high diastereoselectivities in high chemical yields. The auxiliary 9e also acts as a good leaving group in the TMSCl-promoted Dieckmann-type cyclization leading to a 1-β-methylcarbapenem skeleton. By using this auxiliary, 10 was synthesized in 58% overall yield and four steps from 2." @default.
- W2953114928 created "2019-06-27" @default.
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- W2953114928 date "1997-05-01" @default.
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- W2953114928 title "2-Substituted 2,3-Dihydro-4<i>H</i>-1,3-benzoxazin-4-ones: Novel Auxiliaries for Stereoselective Synthesis of 1-β-Methylcarbapenems<sup>1</sup>" @default.
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- W2953114928 doi "https://doi.org/10.1021/jo961866j" @default.
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