一种导致α-生育酚的仿生色满醇环化反应。 - Suppr

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A biomimetic chromanol cyclization leading to alpha-tocopherol.

作者信息

Grütter Christian, Alonso Emma, Chougnet Antoinette, Woggon Wolf-D

机构信息

Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland.

出版信息

Angew Chem Int Ed Engl. 2006 Feb 6;45(7):1126-30. doi: 10.1002/anie.200503123.

DOI:10.1002/anie.200503123

PMID:16447150

Abstract

摘要

相似文献

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Asymmetric synthesis of alpha-tocopherol.

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引用本文的文献

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RPE65, visual cycle retinol isomerase, is not inherently 11-cis-specific: support for a carbocation mechanism of retinol isomerization.

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A biomimetic chromanol cyclization leading to alpha-tocopherol.

作者信息

Grütter Christian, Alonso Emma, Chougnet Antoinette, Woggon Wolf-D

机构信息

Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland.

出版信息

Angew Chem Int Ed Engl. 2006 Feb 6;45(7):1126-30. doi: 10.1002/anie.200503123.

DOI:10.1002/anie.200503123

PMID:16447150

Abstract

摘要

相似文献

A biomimetic chromanol cyclization leading to alpha-tocopherol.

Angew Chem Int Ed Engl. 2006 Feb 6;45(7):1126-30. doi: 10.1002/anie.200503123.

Asymmetric synthesis of alpha-tocopherol.

Chemistry. 2010 Jan 25;16(4):1306-11. doi: 10.1002/chem.200902754.

Diastereoselective synthesis of alpha-tocopherol: a new concept for the formation of chromanols.

Org Lett. 2008 Nov 20;10(22):5123-6. doi: 10.1021/ol8019583. Epub 2008 Oct 21.

Recent biomimetic and organocatalytic syntheses of alpha-tocopherol.

Chimia (Aarau). 2010;64(5):303-8. doi: 10.2533/chimia.2010.303.

Stereocontrolled generation of the (2R) chroman core of vitamin E: total synthesis of (2R,4'RS,8'RS)-alpha-tocopherol.

Org Lett. 2009 Nov 5;11(21):4930-3. doi: 10.1021/ol9020783.

Reagent directing group controlled organic synthesis: total synthesis of (R,R,R)-alpha-tocopherol.

Angew Chem Int Ed Engl. 2007;46(45):8670-3. doi: 10.1002/anie.200703268.

Synthesis of alpha-tocohexaenol (alpha-T6) a fluorescent, oxidatively sensitive polyene analogue of alpha-tocopherol.

Bioorg Med Chem. 2010 Jan 15;18(2):777-86. doi: 10.1016/j.bmc.2009.11.051. Epub 2009 Nov 27.

Stereoselective construction of substituted chromans by palladium-catalyzed cyclization of propargylic carbonates with 2-(2-hydroxyphenyl)acetates.

Org Lett. 2009 Oct 15;11(20):4752-5. doi: 10.1021/ol901964z.

Synthesis of 2,2-Dialkyl Chromanes by Intramolecular Ullmann C-O Coupling Reactions toward the Total Synthesis of D-α-Tocopherol.

Chem Pharm Bull (Tokyo). 2018;66(9):843-846. doi: 10.1248/cpb.c18-00460.

A short route to alpha-tocopherol.

Angew Chem Int Ed Engl. 2008;47(31):5827-9. doi: 10.1002/anie.200801765.

引用本文的文献

Vitamin E Biosynthesis and Its Regulation in Plants.

Antioxidants (Basel). 2017 Dec 25;7(1):2. doi: 10.3390/antiox7010002.

Role of plastoglobules in metabolite repair in the tocopherol redox cycle.

Front Plant Sci. 2014 Jun 26;5:298. doi: 10.3389/fpls.2014.00298. eCollection 2014.

Chloroplast lipid droplet type II NAD(P)H quinone oxidoreductase is essential for prenylquinone metabolism and vitamin K1 accumulation.

Proc Natl Acad Sci U S A. 2011 Aug 23;108(34):14354-9. doi: 10.1073/pnas.1104790108. Epub 2011 Aug 15.

RPE65, visual cycle retinol isomerase, is not inherently 11-cis-specific: support for a carbocation mechanism of retinol isomerization.

J Biol Chem. 2010 Jan 15;285(3):1919-27. doi: 10.1074/jbc.M109.027458. Epub 2009 Nov 17.

Asymmetric oxidative cation/olefin cyclization of polyenes: evidence for reversible cascade cyclization.

Angew Chem Int Ed Engl. 2008;47(32):6011-4. doi: 10.1002/anie.200801423.