Synthesis of methyl 4,6-O-benzylidene-2,3-dideoxy-5-thio-β-dl-threo-hex-2-enopyranoside via hetero-Diels-Alder reaction and unusual stabilities of 1,5-anhydro-4,6-O-benzylidene 2,3-dideoxy-5-thio-dl-threo-hex-2-enitol

Tetrahedron

Volumn 65, Issue 3, 2009, Pages 599-606

  Watanabe, Yuhya ^a   Sakakibara, Tohru ^a  

^a YOKOHAMA CITY UNIVERSITY   (Japan)

Author keywords

5 Thiosugar; C inside form; Hetero Diels Alder reaction; Optical resolution; Pummerer rearrangement

Indexed keywords

1,3 BUTADIENE DERIVATIVE; 1,5 ANHYDRO 2,3 DIDEOXY 5 THIO DEXTROLEVO ERYTHRO HEX 2 ENITOL; 1,5 ANHYDRO 2,3 DIDEOXY 5 THIO DEXTROLEVO THREO HEX 2 ENITOL; 1,5 ANHYDRO 2,3 DIDEOXY 6 O (TERT BUTYLDIMETHYL)SILYL 5 THIO THREO HEX 2 ENITOL; 4 O ACETYL 1,5 ANHYDRO 2,3 DIDEOXY 6 O (TERT BUTYLDIMETHYL)SILYL 5 THIO DEXTROLEVO ERYTHRO HEX 2 ENITOL; ALDEHYDE DERIVATIVE; ETHYL 4 O ACETYL 1,5 ANHYDRO 2,3 DIDEOXY DEXTROLEVO 5 THIO HEX 2 ENOPYRANURONATE; OXYGEN; SUGAR; UNCLASSIFIED DRUG;

AB INITIO CALCULATION; ARTICLE; CONFORMATION; DIELS ALDER REACTION; ISOMER; OPTICAL RESOLUTION; OXIDATION; PRIORITY JOURNAL; PUMMERER REACTION; SYNTHESIS; THERMODYNAMICS; THERMOSTABILITY;

ALNUS;

EID: 57149131356     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.11.025     Document Type: Article

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