135557-46-9

Upstream product

• 135456-77-8 (3S,4R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3,4,5-trimethoxy-1-trimethylsilanyl-hex-1-yne 
• 135456-78-9 (Z)-(3S,4R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3,4,5-trimethoxy-1-trimethylsilanyl-hex-1-ene 
• 135456-76-7 tert-Butyl-((2S,3R,4S)-6,6-dibromo-2,3,4-trimethoxy-hex-5-enyloxy)-dimethyl-silane 
• 135456-74-5 ((2S,3S,4R)-5,5-Bis-ethylsulfanyl-2,3,4-trimethoxy-pentyloxy)-tert-butyl-dimethyl-silane 
• 135456-75-6 (2R,3S,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3,4-trimethoxy-pentanal 
• 135456-80-3 (Z)-(2R,3R,4S)-2,3,4-Trimethoxy-6-trimethylsilanyl-hex-5-enal 
• 135456-79-0 (Z)-(2S,3R,4S)-2,3,4-Trimethoxy-6-trimethylsilanyl-hex-5-en-1-ol 
• 135456-73-4 O²,O³,O⁴-trimethyl-L-arabinose diethyl dithioacetal 
• 135557-45-8 (1S,4S,5R,6S)-4,5,6-Trimethoxy-cyclohex-2-enol 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

An Approach to Total Synthesis of (+)-Lycoricidine

A convergent synthesis of a protected version of (+)-lycoricidine has been accomplished in 13 steps from L-arabinose.Preparation of the aminocyclitol moiety 50 employed a novel vinylsilane-terminated N-sulfonyliminium ion cyclization of vinylsilane aldehyde 42.Closure of the B-ring using an intramolecular Heck reaction afforded lycoricidine derivative 58.An unexpected cyclization of vinylsilane aldehyde 42 allowed for the stereodivergent preparation of semiprotected conduritols 43 and 45.

A Strategy for Synthesis of Conduritols and Related Cyclitols via Stereodivergent Vinylsilane-Aldehyde Cyclizations

A novel stereospecific and stereodivergent cyclization of vinylsilane-aldehyde 10, derived from L-arabinose, has been used to prepare the scalemic protected conduritols 11 and 12.