151936-92-4

Upstream product

• 144320-01-4 exo-3-((tert-butyldimethylsilyl)oxy)-8,9-dioxabicyclo<3.2.2>non-6-ene 
• 1121-63-7 cyclohepta-3,5-dien-1-ol 
• 134734-52-4 (1R,4S,6S)-4-acetoxy-6-[(tert-butyldimethylsilyl)oxy]-2-cyclohepten-1-ol 
• 111795-52-9 (3R,5R,7S)-3,7-dihydroxy-5-((tert-butyldimethylsilyl)oxy)cyclohept-1-ene 
• 214270-40-3 (3aR,4R,6S,8aR)-4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-4,5,6,8a-tetrahydro-3aH-cyclohepta[1,3]dioxol-6-ol 

Downstream Products

• 214270-40-3 (3aR,4R,6S,8aR)-4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-4,5,6,8a-tetrahydro-3aH-cyclohepta[1,3]dioxol-6-ol 
• 155307-28-1 Methyl 3-deoxy-4,7-bis-O-(tert-butyldiphenylsilyl)-5,6-O-isopropylidene-D-arabino-heptulosonate 
• 155307-29-2 Methyl 3-deoxy-4,7-bis-O-(tert-butyldiphenylsilyl)-D-arabino-heptopyranosulosonate 
• 1052112-69-2 (3aR,4R,8aR)-7-Bromo-4-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-4,5,6,8a-tetrahydro-3aH-cyclohepta[1,3]dioxol-6-ol 
• 155307-25-8 (4R,5R,6R)-2-Bromo-3,4-(isopropylidenedioxy)-5-<(tert-butyldiphenylsilyl)oxy>-2-cyclohepten-1-one 

Relevant academic research and scientific papers

From cycloheptatriene to enantiopure sugars: Synthesis of 2-deoxyhexoses

meso-Diol 3, prepared from cycloheptatriene, was desymmetrized with Pseudomonas cepacia lipase and isopropenyl acetate to provide enantiopure 4. The latter, through a series of stereocontrolled oxidation reactions, followed by ring cleavage by ozonolysis and oxidative cleavage of a terminal diol with periodate, provided of 2-deoxy-d-xylo-hexose (1) and 2-deoxy-d-arabino-hexose (2), which were characterized as the corresponding alditol pentaacetates. Copyright (C) 1998 Elsevier Science Ltd.

Enantio- and Diastereoselective Transformations of Cycloheptatriene to Sugars and Related Products

Both meso diastereomers of 6--2-cycloheptene-1,4-diol, prepared from cycloheptatriene, have been enzymatically asymmetrized by conversion to monoacetates using Pseudomonas cepacia lipase in isopropenyl acetate.A study of protecting group manipulations, diastereoselective oxidations, and regioselective ring openings utilizing these enantiopure monoacetates which results in the synthesis of all possible methyl 2,4-dideoxyhexopyranosides is described.