135195-32-3

Upstream product

• 142344-15-8 tert-butyl 3,4-dideoxy-6-O-trityl-α-D-erythro-hex-3-enopyranoside 
• 135195-24-3 tert-butyl 3,4-dideoxy-2-O-(prop-2'-ynyl)-6-O-trityl-α-D-erythro-hex-3-enopyranoside 
• 135195-31-2 [(3aS,5S,7R,7aR)-7-tert-Butoxy-5-trityloxymethyl-tetrahydro-furo[2,3-c]pyran-(3Z)-ylidenemethyl]-tributyl-stannane 

Relevant academic research and scientific papers

Radical cyclization of allyl propargyl ethers and acetals: Application to the stereocontrolled acylation of carbohydrates

β-Stannylvinyl radicals are stereospecifically cyclised into olefinic carbohydrates to give vinylstannanes, which are further elaborated to ketones. This sequence allows the stereospecific acylation of unsaturated carbohydrates at C-2 or C-3 in good yield

Radical Cyclization of Some Unsaturated Carbohydrate-derived Propargyl Ethers and Acetals

Treatment of propargyl ethers and acetals derived from deoxy-D-hexenopyranosides of erythro and threo configuration with tributyltin hydride with a radical initiator gave fused pyranofuranosides.This vinylic radical cyclization allowed the completely stereo- and regio-specific introduction, at the C-2 or C-3 position, of a functionalized carbon chain which can be further manipulated to create new chiral centres.