Asymmetric Synthesis of Homocitric Acid Lactone
نویسندگان
چکیده
منابع مشابه
Asymmetric Synthesis of Homocitric Acid Lactone.
A short, diastereoselective synthesis of homocitric acid lactone is described. The key step is a bioinspired aldol addition to set the stereogenic center in an intermediate that requires only modest oxidation state manipulation to complete the synthesis. This approach enables rapid generation of isotopomers in which carbon and hydrogen can be replaced by heavier nuclei at nearly every position.
متن کاملEnantioselective synthesis of isotopically labeled homocitric acid lactone.
A concise synthesis of homocitric acid lactone was developed to accommodate systematic placement of carbon isotopes (specifically (13)C) for detailed studies of this cofactor. This new route uses a chiral allylic alcohol, available in multigram quantities from enzymatic resolution, as a starting material, which transposes asymmetry through an Ireland-Claisen rearrangement.
متن کاملMicrobial synthesis of triacetic acid lactone.
Native g2ps1-encoded 2-pyrone synthase (2-PS) from Gerbera hybrida, a mutant Brevibacterium ammoniagenes fatty acid synthase B (FAS-B) and two different mutants of Penicillium patulum 6-methylsalycilic acid synthase (6-MSAS) are examined to identify the best enzyme to recruit for the microbial synthesis of triacetic acid lactone (TAL). To identify the best microbial host for these evaluations, ...
متن کاملCorrection: The first synthesis of N-acetylneuraminic acid 1,7-lactone.
N-Acetylneuraminic acid is transformed into its until now unavailable and rather unwieldy 1,7-lactone, via the manageable 2-benzyloxycarbonyl N-acetylneuraminic acid 1,7-lactone which generates the free lactone in quantitative yield by hydrogenolysis.
متن کاملBiological Synthesis of Ascorbic Acid: L-Galactono-y-lactone Dehydrogenase
Dodgson, K. S., Spencer, B. & Wynn, C. H. (1956b). Biochem. J. 62, 500. Hammond, B. R. & Gutfreund, H. (1955). Biochem. J. 61, 187. Laidler, K. J. (1955a). Tran8. Faraday Soc. 51, 528. Laidler, K. J. (1955b). Tran8. Faraday Soc. 51, 540. Lineweaver, H. & Burk, D. (1934). J. Amer. chem. Soc. 56, 658. Lowry, 0. H., Rosebrough, N. J., Farr, A. L. & Randall, R. J. (1951). J. biol. Chem. 193, 265. M...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: The Journal of Organic Chemistry
سال: 2016
ISSN: 0022-3263,1520-6904
DOI: 10.1021/acs.joc.6b01997