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- W2951721664 abstract "Diastereoselectivity in the addition of Grignard reagents (RMgX) to 3,4-O-isopropylidene-1-O-triphenylmethyl-L-glycero-2-tetrulose (1) and 1-O-benzoyl-3,4-O-isopropylidene-L-glycero-2-tetrulose (2) depended remarkably on R, X, the solvent, and the reaction temperature. In the reaction of 1 in diethyl ether at 0 °C and 2 in tetrahydrofuran were obtained (2R,3S)-adducts with moderate to high diastereoselectivity, while in the reaction of 2 in diethyl ether at −78 °C (2S,3S)-adducts were the major products. (2R)-2-Hydroxymethyl-2-nonyloxirane and (2S)-2-hydroxymethyl-2-tetradecyloxirane were synthesized." @default.
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- W2951721664 date "2010-08-21" @default.
- W2951721664 modified "2023-09-25" @default.
- W2951721664 title "ChemInform Abstract: Diastereoselective Addition of Grignard Reagents to 3,4-O- Isopropylidene-1-O-triphenylmethyl-L-glycero-2-tetrulose and 1-O- Benzoyl-3,4-O-isopropylidene-L-glycero-2-tetrulose." @default.
- W2951721664 cites W2103929040 @default.
- W2951721664 doi "https://doi.org/10.1002/chin.199304246" @default.
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