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- W2023733060 abstract "As a part of our studies on the total synthesis of 9,11-secosterols, the possibility of creating a substituted and functionalized D-ring fragment with three consecutive stereocentres, one of which was quaternary, was studied. The simple starting compound 2-methyl-cyclopent-2-ene-1-one was subjected to asymmetric 1,4-addition with (S,S)-crotyl phosphonamide and alkylation with methyl bromoacetate, resulting in a 2,2,3-substituted cyclopentanone in high diastereoselectivity. The covalently bonded chiral auxiliary was removed using oxidative methods. As a result, a stable D-ring fragment was obtained. The relative configuration of the substituents on the cyclopentane ring was assigned by comparison of the experimental with the quantum chemically calculated 1H–1H and 1H–13C J-coupling constants." @default.
- W2023733060 created "2016-06-24" @default.
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- W2023733060 date "2015-01-23" @default.
- W2023733060 modified "2023-09-26" @default.
- W2023733060 title "ChemInform Abstract: Asymmetric Synthesis of the 2,2,3-Trisubstituted Cyclopentanone, D-Ring Fragment of 9,11-Secosterols." @default.
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- W2023733060 doi "https://doi.org/10.1002/chin.201506252" @default.
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