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Volumn 11, Issue 21, 2009, Pages 4950-4953

Enantioselective enzymatic desymmetrization of highly functionalized meso tetrahydropyranyl diols

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EID: 70350630566     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol902107g     Document Type: Article
Times cited : (23)

References (80)
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    • We use the term "reveal" because the stereogenic centers pre-exist before the operation of desymmetrization and "create" because in our case one carbon is prochiral (C4).
    • We use the term "reveal" because the stereogenic centers pre-exist before the operation of desymmetrization and "create" because in our case one carbon is prochiral (C4).
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    • See Supporting Information.
    • See Supporting Information.
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    • PPL: Pig Pancreatic Lipase; PFL: Pseudommtas fluorescens; RML: Rhizomucor miehei Lipase; CAL-B: Candida antarctica B Lipase; CRL: Candida rugosa Lipase type VII.
    • PPL: Pig Pancreatic Lipase; PFL: Pseudommtas fluorescens; RML: Rhizomucor miehei Lipase; CAL-B: Candida antarctica B Lipase; CRL: Candida rugosa Lipase type VII.
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    • Vinyl acetate was used here as reagent and co-solvent to solubilize the meso diol during the desymmetrization reaction.
    • Vinyl acetate was used here as reagent and co-solvent to solubilize the meso diol during the desymmetrization reaction.
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    • CCDC 739869 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via
    • CCDC 739869 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
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    • The desymmetrization of 2a was performed on 2 grams scale in 87% and identical ee.
    • The desymmetrization of 2a was performed on 2 grams scale in 87% and identical ee.


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