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Volumn 63, Issue 12, 1998, Pages 3979-3985

A Synthesis of D-erythro- And L-threo-Sphingosine and Sphinganine Diastereomers via the Biomimetic Precursor 3-Ketosphinganine

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EID: 0000174699     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980003i     Document Type: Article
Times cited : (57)

References (49)
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    • 1-Bromotetradecane can also be used to alkylate the enolate by refluxing in THF-HMPA (5:1) with 10% NaI.
    • 1-Bromotetradecane can also be used to alkylate the enolate by refluxing in THF-HMPA (5:1) with 10% NaI.
  • 38
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    • These transformations were successfully executed on similar β-ketoesters: (a) Tietze, L.; Steinmetz, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 651. (b) Mignani, G.; Morel, D.; Grass, F. Tetrahedron Lett. 1987, 28, 5505. Shimizu, I.; Tsuji, J. J. Am. Chem. Soc. 1982, 104, 5844.
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    • These transformations were successfully executed on similar β-ketoesters: (a) Tietze, L.; Steinmetz, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 651. (b) Mignani, G.; Morel, D.; Grass, F. Tetrahedron Lett. 1987, 28, 5505. Shimizu, I.; Tsuji, J. J. Am. Chem. Soc. 1982, 104, 5844.
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    • These transformations were successfully executed on similar β-ketoesters: (a) Tietze, L.; Steinmetz, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 651. (b) Mignani, G.; Morel, D.; Grass, F. Tetrahedron Lett. 1987, 28, 5505. Shimizu, I.; Tsuji, J. J. Am. Chem. Soc. 1982, 104, 5844.
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    • Shimizu, I.1    Tsuji, J.2


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