261713-60-4Relevant articles and documents
Facile ring transformation from gluconolactone to cyclitol derivative via spiro sugar ortho ester
Ohtake, Hiro,Ikegami, Shiro
, p. 457 - 459 (2007/10/03)
(Formula presented) A short step preparation of cyclitol derivative 8 which is a versatile synthon for the synthesis of valiolamine and its related compounds is described. Key steps in this preparation are a novel enol ether formation from spiro sugar ortho esters with AIMe3 and an intramolecular Aldol condensation of alkyl enol ethers catalyzed by ZnCl2 in THF-H2O. With these reactions, gluconolactone derivative 1 was efficiently converted into 8 in short steps.