622832-74-0Relevant articles and documents
Conversion of D-Glucose to Cyclitol with Hydroxymethyl Substituent via Intramolecular Silyl Nitronate Cycloaddition Reaction: Application to Total Synthesis of (+)-Cyclophellitol
Ishikawa, Teruhiko,Shimizu, Yoshihiro,Kudoh, Takayuki,Saito, Seiki
, p. 3879 - 3882 (2007/10/03)
(Matrix presented). A diastereoisomeric mixture of 1-nitro-6-heptene-2,3,4, 5-tetraol derivative (A) was prepared by Henry reaction between D-glucose-based aldehyde and nitromethane. Only the (2S)-isomer of A led to cyclitol (B) via nitronate-olefin cyclo