565454-94-6

Upstream product

• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 
• 56850-58-9 methyl (2R)-3-(benzyloxy)-2-methylpropanoate 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 

Downstream Products

• 1421359-37-6 (3R,4S,6S)-4-((R)-1-(benzyloxy)propan-2-yl)-6-((S)-1-((tertbutyldimethylsilyl)oxy)propan-2-yl)-3,4-dihydroxy-tetrahydropyran-2-one 
• 1421359-38-7 (2R,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-yl 2-(diethoxyphosphoryl)acetate 
• 1421359-41-2 (2R,3S,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate 
• 1421359-47-8 (3R,4S,6S)-4-((R)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-3,4-dihydroxytetrahydropyran-2-one 
• 1421359-31-0 (2S,3R,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-ol 
• 1421359-39-8 (2S,3R,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-yl 2-(diethoxyphosphoryl)acetate 
• 1421359-42-3 (2S,3R,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate 
• 1421359-45-6 (R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((S)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one 
• 1421359-48-9 (3S,4R,6R)-4-((R)-1-(benzyloxy)propan-2-yl)-6-((S)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-3,4-dihydroxytetrahydropyran-2-one 
• 1421359-32-1 (2R,3R,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-ol 
• 1421359-40-1 (2R,3R,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-yl 2-(diethoxyphosphoryl)acetate 
• 1421359-43-4 (2R,3R,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate 
• 1421359-46-7 (R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one 
• 1421359-49-0 (3S,4R,6R)-4-((R)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-3,4-dihydroxytetrahydropyran-2-one 

Relevant academic research and scientific papers

Relative stereochemical determination and synthesis of the C17-C25 δ-lactone fragment of hemicalide

Hemicalide is a novel marine metabolite polyketide distinguished by a unique mechanism of action. Because of insufficient quantities of purified material, this natural product has evaded complete stereochemical assignments. Recently, we have determined th

Allyltrichlorostannane additions to α-amino aldehydes: Application to the total synthesis of the aspartyl protease inhibitors L-682,679, L-684,414, L-685,434, and L-685,458

The hydroxyethylene dipeptide isosteres L-682,679, L-684,414, L-685,434, and L-685,458 were synthesized in a few steps by a sequence involving an allyltrichlorostannane coupling with an α-amino aldehyde, followed by hydroboration of the corresponding 1,2-

Allyltrichlorostannane additions to chiral aldehydes

Chiral and achiral allyltrichlorostannanes reacted with chiral β-alkoxy and syn and anti α-methyl-β-alkoxy aldehydes to give the corresponding homoallylic alcohols with moderate to high diastereoselectivities.