D-allal- and d-galactal-derived vinyl N-mesylaziridines: Regio- and stereoselectivity in addition reactions of O-, C-, N-, and S-nucleophiles

Synthesis (Germany)

Volumn 44, Issue 18, 2012, Pages 2863-2871

  Di Bussolo, Valeria ^a   Frau, Ileana ^a   Pineschi, Mauro ^a   Crotti, Paolo ^a  

^a UNIVERSITY OF PISA   (Italy)

Author keywords

glycosylations; heterocycles; nucleophilic additions; regioselectivity; stereoselectivity

Indexed keywords

AZIRIDINES; GLYCOSYLATIONS; HETEROCYCLES; NITROGEN ATOM; NUCLEOPHILIC ADDITIONS;

ADDITION REACTIONS; NUCLEOPHILES; REGIOSELECTIVITY;

STEREOSELECTIVITY;

1 O ACETYL 6 O BENZYL 2,3,4 TRIDEOXY 4 (MESYLAMINO) ALPHA DEXTRO ERYTHRO HEX 2 ENOPYRANOSE; 1,5 ANHYDRO 3 AZIDO 6 O BENZYL 2,3,4 TRIDEOXY 4 (MESYLAMINO) DEXTRO ARABINO HEX 1 ENITOL; 1,5 ANHYDRO 3 AZIDO 6 O BENZYL 2,3,4 TRIDEOXY 4 (MESYLAMINO) DEXTRO RIBO HEX 1 ENITOL; 1,5 ANHYDRO 3 AZIDO 6 O BENZYL 2,3,4 TRIDEOXY 4 (MESYLAMINO) DEXTRO XYLO HEX 1 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,3,4 TRIDEOXY 1 ETHYL 4 (MESYLAMINO) DEXTRO ERYTHRO HEX 2 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,3,4 TRIDEOXY 1 METHYL 4 (MESYLAMINO) DEXTRO ERYTHRO HEX 2 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,3,4 TRIDEOXY 1 METHYL 4 (MESYLAMINO) DEXTRO THREO HEX 2 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,3,4 TRIDEOXY 3 (ETHYLSULFANYL) 4 (MESYLAMINO)ARABINO HEX 1 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,3,4 TRIDEOXY 3 (PHENYLSULFANYL) 4 (MESYLAMINO) DEXTRO ARABINO HEX 1 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,3,4 TRIDEOXY 3 (PHENYLSULFANYL) 4 (MESYLAMINO) DEXTRO XYLO HEX 1 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,3,4 TRIDEOXY 3 ETHYL 4 (MESYLAMINO) DEXTRO ARABINO HEX 1 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,3,4 TRIDEOXY 3 METHYL 4 (MESYLAMINO) DEXTRO ARABINO HEX 1 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,3,4 TRIDEOXY 3 METHYL 4 (MESYLAMINO) DEXTRO XYLO HEX 1 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,4 DIDEOXY 3 O METHYL 4 (MESYLAMINO) DEXTRO ARABINO HEX 1 ENITOL; 1,5 ANHYDRO 6 O BENZYL 2,4 DIDEOXY 4 (MESYLAMINO) DEXTRO ARABINO HEX 1 ENITOL; 3 O ACETYL 1,5 ANHYDRO 6 O BENZYL 2,4 DIDEOXY 4 (MESYLAMINO) DEXTRO ARABINO HEX 1 ENITOL; AZIRIDINE DERIVATIVE; ETHYL 6 O BENZYL 2,3,4 TRIDEOXY 4 (MESYLAMINO) 1 THIO ALPHA DEXTRO ERYTHRO HEX 2 ENOPYRANOSIDE; MONOSACCHARIDE; NITROGEN; NUCLEOPHILE; PHENYL 6 O BENZYL 2,3,4 TRIDEOXY 4 (MESYLAMINO) 1 THIO ALPHA DEXTRO ERYTHRO HEX 2 ENOPYRANOSIDE; PHENYL 6 O BENZYL 2,3,4 TRIDEOXY 4 (MESYLAMINO) 1 THIO BETA DEXTRO THREO HEX 2 ENOPYRANOSIDE; UNCLASSIFIED DRUG; VINYL N MESYLAZIRIDINE DERIVATIVE;

ADDITION REACTION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHEMISTRY; COMPLEX FORMATION; GLYCOSYLATION; REGIOSELECTIVITY; STEREOCHEMISTRY;

EID: 84866102800     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0031-1291137     Document Type: Article

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