634598-39-3

Upstream product

• 56879-17-5 (5Z)-2-hydroxycycloocten-1-one 
• 496-82-2 2-hydroxycylooctanone 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 

Downstream Products

• 500573-04-6 2-benzyl-2-hydroxy-cyclooctanone 
• 85866-03-1 cyclooctane-1,2,3-triol 
• 85866-03-1 (1S,2R)-Cyclooctane-1,2,3-triol 
• 664987-30-8 3-benzyloxy-1,2-cyclooctanedione 
• 664987-32-0 cis-2,3-dihydroxycyclooctanone 
• 85866-03-1 cyclooctane-1,2,3-triol 
• 664987-26-2 trans-2,8-dihydroxycyclooctanone 

Relevant academic research and scientific papers

Synthesis of Stereoisomeric Medium-Ring α,α′-Dihydroxy Cycloalkanones

The stereochemical course of the epoxidation of the silyl enol ethers of 2-tert-butyldimethylsilyl-oxycycloheptanone and -cyclooctanone has been investigated and shown to proceed exclusively anti to the existing α-substituent. 2-(Benzyloxy)cyclooctanone b

Base-promoted ring contraction of eight-membered cyclic acyloins and their ethers to Cs-symmetric α-ketols

In the presence of potassium hexamethyldisilazide and 18-crown-6 in THF at room temperature, 2-benzyloxycyclooctanone and its Δ 5-unsaturated congener undergo a two-stage rearrangement to give symmetrical seven-membered ring products. The pathw

Divergent regioselectivity in the base-promoted reactions of cyclic eight-membered α-ketols with activated halides

(Matrix presented) Deprotonation of 2-hydroxycyclooctanone followed by exposure to an allylic or benzylic halide proceeds very selectively to give the product of C-alkylation. The effect of Δ5,6-unsaturation is to promote instead the formation of the O-alkylated derivative. This crossover in kinetic preference is attributed to an inability of the olefinic system to attain a conformation conducive to proton abstraction at C-2.

Chemical consequences of the ground-state conformations of cyclooctyl rings. Examples of reactivity differences in α-hydroxy and α,α′-dihydroxy eight-membered cyclic ketones

A program directed toward the elucidation of various conformational factors that control reactivity differences in cyclooctyl and cyclooctenyl systems is described. This overview reports on the divergent reactivity observed in the alkylation of saturated