MONAMYCIN SYNTHETIC STUDIES - PT 1 - AN ENANTIOSPECIFIC TOTAL SYNTHESIS OF (3S,5S)-5-HYDROXYPIPERAZIC ACID FROM D-MANNITOL

Authors
HALE KJ JOGIYA N MANAVIAZAR S
Citation
Kj. Hale et al., MONAMYCIN SYNTHETIC STUDIES - PT 1 - AN ENANTIOSPECIFIC TOTAL SYNTHESIS OF (3S,5S)-5-HYDROXYPIPERAZIC ACID FROM D-MANNITOL, Tetrahedron letters, 39(39), 1998, pp. 7163-7166
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
39
Year of publication
1998
Pages
7163 - 7166
Database
ISI
SICI code
0040-4039(1998)39:39<7163:MSS-P1>2.0.ZU;2-E
Abstract
The first enantiospecific total synthesis of (3S,5S)-hydroxypiperazic acid 1 is described. The synthesis begins from D-mannitol and exploits a tandem electrophilic hydrazination/nucleophilic cyclisation reactio n to assemble the hexahydropyridazine ring system. (C) 1998 Elsevier S cience Ltd. All rights reserved.