Synthesis of Long‐Chain Sugars by Iterative, Diastereoselective Homologation of 2,3‐ O ‐Isopropylidene‐ D ‐glyceraldehyde with 2‐Trimethylsilylthiazole | Zendy

Dondoni Alessandro | Zendy; Fantin Giancarlo | Zendy; Fogagnolo Marco | Zendy; Medici Alessandro | Zendy

Premium

Synthesis of Long‐Chain Sugars by Iterative, Diastereoselective Homologation of 2,3‐ O ‐Isopropylidene‐ D ‐glyceraldehyde with 2‐Trimethylsilylthiazole

Author(s) -

Dondoni Alessandro,

Fantin Giancarlo,

Fogagnolo Marco,

Medici Alessandro

Publication year - 1986

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198608351

Subject(s) - glyceraldehyde , chain (unit) , chemistry , stereochemistry , computer science , combinatorial chemistry , organic chemistry , physics , astronomy , dehydrogenase , enzyme

D ‐Aldoses with up to nine C atoms have been synthesized stepwise by homologation of the glyceraldehyde derivative 1 . The two key steps are the anti diastereoselective addition of 2 to an α‐chiral aldehyde and the conversion of the thiole ring in the adduct into the formyl group. The reaction sequence 1+2→3→4 illustrates the principle of the reaction.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research