Rapid de Novo Preparation of 2,6-Dideoxy Sugar Libraries through Gold-Catalyzed Homopropargyl Orthoester Cyclization | Zendy

Subbarao Yalamanchili | Zendy; William T. Miller | Zendy; Xizhao Chen | Zendy; Clay S. Bennett | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Open Access

Rapid de Novo Preparation of 2,6-Dideoxy Sugar Libraries through Gold-Catalyzed Homopropargyl Orthoester Cyclization

Author(s) -

Subbarao Yalamanchili,

William T. Miller,

Xizhao Chen,

Clay S. Bennett

Publication year - 2019

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.9b03812

Subject(s) - orthoester , chemistry , sugar , catalysis , pyran , combinatorial chemistry , organic chemistry

A flexible de novo route capable of producing libraries of 2,6-dideoxy sugars is described. We have found that Au(JackiePhos)SbF 6 MeCN promotes the conversion of homopropargyl orthoesters into functionalized 2,3-dihydro-4 H -pyran-4-ones in good to excellent yields (71-90%). These latter compounds can be easily converted into a number of otherwise difficult to access 2,6-dideoxy sugars.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research