11049-00-6Relevant articles and documents
Chiral pool based efficient synthesis of the aminocyclitol core and furanoside of (-)- hygromycin A: Formal total synthesis of (-)-hygromycin A
Lo, Hong-Jay,Chang, Yuan-Kang,Yan, Tu-Hsin
supporting information, p. 5896 - 5899 (2013/02/23)
A chiral pool based synthetic strategy that leads from the readily available and inexpensive C2-symmetric tartaric acids to the chiral O-isopropylidenebenzooxazolei- a convenient precursor to the aminocyclitol core of hygromycin A as well as the chiral γ-disilyloxybutyrolactone-a pivotal intermediate to approach to the furanoside of hygromycin A.
Application of the AAA reaction to the synthesis of the furanoside of C-2-epi-hygromycin A: A total synthesis of C-2-epi-hygromycin A
Trost, Barry M.,Dudash Jr., Joseph,Dirat, Olivier
, p. 259 - 268 (2007/10/03)
A strategy for stereocontrolled syntheses of furanoside type of natural products is developed for a glycosyl aryl ether. This strategy resolves the issue of low diastereoselectivity typical of normal glycosidation methods for furanosides. All the stereoch
An asymmetric synthesis of c-2-epi-hygromycin a
Trost, Barry M.,Dirat, Olivier,Dudash Jr., Joseph,Hembre, Erik J.
, p. 3658 - 3660 (2007/10/03)
The power of Pd-catalyzed asymmetric allylic alkylation (AAA) reactions is clearly demonstrated by the efficient synthesis of the complex title compound 1, an analogue of hygromycin A. The modular nature of the synthetic route is ideally suited to provide
Total Synthesis of Antibiotic Hygromycin A
Chida, Noritaka,Ohtsuka, Masami,Nakazawa, Keiichi,Ogawa, Seiichiro
, p. 2976 - 2983 (2007/10/02)
The first total synthesis of the antibiotic (-)-hygromycin A (1) has been achieved by a coupling reaction of the sugar moiety (2) and the cyclitol moiety (3).Both components were synthesized in homochiral forms starting from D-glucose.This synthesis fully
Total Synthesis of Hygromycin A
Chida, Noritaka,Ohtsuka, Masami,Nakazawa, Keiichi,Ogawa, Seiichiro
, p. 436 - 438 (2007/10/02)
The first complete synthesis of antibiotic hygromycin A is reported; coupling of the protected sugar moiety (2) and the aminocyclitol (3) derived from D-glucose as the optically active form, followed by deprotection, gives the product (1) which was identi