First Total Synthesis of Gliomasolide C and Formal Total Synthesis of Sch-725674

Journal of Organic Chemistry

Volumn 81, Issue 1, 2016, Pages 290-296

  Seetharamsingh, B ^a   Khairnar, Pankaj V ^a   Reddy, D Srinivasa ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

INTERNAL OXIDATION; SYNTHESIS (CHEMICAL);

GRAM SCALE; MACROCYCLES; MACROLIDES; REGIO-SELECTIVE; TOTAL SYNTHESIS; WACKER OXIDATION;

REGIOSELECTIVITY;

1 [2,2,2',2' TETRAMETHYL 5' VINYL [4,4'BI(1,3 DIOXOLAN)] 5 YL]UNDECAN 6 YL ACRYLATE; 1 [5' (HYDROXYMETHYL) 2,2,2',2' TETRAMETHYL [4,4' BI(1,3 DIOXOLAN)] 5 YL]UNDECAN 6 YL ACRYLATE; 1 [5' [[(TERT BUTYLDIMETHYLSILYL)OXY]METHYL] 2,2,2',2' TETRAMETHYL [4,4' BI(1,3 DIOXOLAN)] 5 YL] UNDECAN 6 OL; 13 [5 [[(TERT BUTYLDIMETHYLSILYL)OXY]METHYL] 2,2 DIMETHYL 1,3 DIOXOLAN 4 YL]TRIDEC 12 EN 6 OL; 14 HYDROXY 2,2 DIMETHYL 8 PENTYL 8,9,10,11,12,13,15,15A DECAHYDRO 6H [1,3]DIOXOLO[4,5 E][1]OXACYCLOTETRADECIN 6 ONE; 2,2 DIMETHYL 8 PENTYL 3A,8,9,10,11,12,13,15A OCTAHYDRO 6H [1,3]DIOXOLO[4,5 E][1]OXACYCLOTETRADECIN 6 ONE; 2,2 DIMETHYL 8 PENTYL 8,9,10,11,12,13,15,15A OCTAHYDRO 6H [1,3]DIOXOLO[4,5 E][1]XACYCLOTETRADECINE 6,14(3AH) DIONE; 2,2,15,15 TETRAMETHYL 8 PENTYL 3A,8,9,10,11,12,13,13A,16A,16B DECAHYDRO 6H BIS([1,3]DIOXOLO)[4,5 E:4',5' G][1]OXACYCLOTETRADECIN 6 ONE; 5,6,7,8 TETRAHYDROXY 14 PENTYL OXACYCLOTETRADEC 3 EN 2 ONE; 5,6,8 TRIHYDROXY 14 PENTYLOXACYCLOTETRADEC 3 EN 2 ONE; ALKENE; ETHYL 3 [5 (8 HYDROXY 2 OXOTRIDECYL) 2,2 DIMETHYL 1,3 DIOXOLAN 4 YL]ACRYLATE; ETHYL 3 [5 (8 HYDROXY 2 OXOTRIDECYL) 2,2 DIMETHYL 1,3 DIOXOLAN 4 YL]ACRYLIC ACID; ETHYL 3 [5 (8 HYDROXYTRIDEC 1 EN 1 YL) 2,2 DIMETHYL 1,3 DIOXOLAN 4 YL]ACRYLATE; GLIOMASOLIDE C; MACROCYCLIC COMPOUND; MACROLIDE; NATURAL PRODUCT; SCH 725674; TRIDEC 12 EN 6 YL 3 (2,2 DIMETHYL 5 VINYL 1,3 DIOXOLAN 4 YL)ACRYLATE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; MACROLACTONIZATION; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; WACKER OXIDATION; CHEMICAL STRUCTURE; CHEMISTRY; OXIDATION REDUCTION REACTION; STEREOISOMERISM; SYNTHESIS;

ALKENES; MACROLIDES; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; STEREOISOMERISM;

EID: 84953712405     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/acs.joc.5b02318     Document Type: Article

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