Syntheses of Structurally and Stereochemically Varied Forms of C7N Aminocyclitol Derivatives from Enzymatically Derived and Homochiral cis-1,2-Dihydrocatechols | Zendy

Michael Dlugosch | Zendy; Xinghua Ma | Zendy; Shuxin Yang | Zendy; Martin G. Banwell | Zendy; Chenxi Ma | Zendy; Jas S. Ward | Zendy; Paul Carr | Zendy

Open Access

Syntheses of Structurally and Stereochemically Varied Forms of C₇N Aminocyclitol Derivatives from Enzymatically Derived and Homochiral cis-1,2-Dihydrocatechols

Author(s) -

Michael Dlugosch,

Xinghua Ma,

Shuxin Yang,

Martin G. Banwell,

Chenxi Ma,

Jas S. Ward,

Paul Carr

Publication year - 2018

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.8b03149

Subject(s) - aminocyclitol , chemistry , enantiomer , stereochemistry , biotransformation , cyclitol , organic chemistry , biochemistry , enzyme , aminoglycoside , antibiotics , receptor , inositol

The structurally and stereoisomerically varied C 7 N aminocyclitol derivatives 2-4 have been prepared, using a versatile and flexible range of protocols, from the cis-1,2-dihydrocatechols 5 and 6, homochiral metabolites derived from the whole-cell biotransformation of the corresponding halobenzene. Reaction sequences that enable syntheses of the enantiomeric forms of these derivatives have also been established.

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