94199-25-4

Upstream product

• 26127-08-2 (1R,2S,5R)-1-(chloromethoxy)-2-isopropyl-5-methylcyclohexane 
• 94100-69-3 tributyl(1-hydroxy-(E)-2-butenyl)stannane 
• 100-52-7 benzaldehyde 
• 94100-70-6 (2E,1S,1'R,2'S,5'R)-1-(2-Isopropyl-5-methylcyclohexyloxymethoxy)but-2-enyl(tributyl)stannane 

Downstream Products

• 116126-02-4 (+)-(2S,3R)-3-hydroxy-2-methyl-3-phenylpropanoic acid 
• 94199-26-5 (2S,3R)-methyl 3-hydroxy-2-methyl-3-phenylpropionate 
• 36041-80-2 (2R,3S)-methyl 3-hydroxy-2-methyl-3-phenylpropanoate 

Relevant academic research and scientific papers

Synthesis of Optically Active (E)-1-Alkoxymethoxybut-2-enyl(tributyl)stannanes: Stereochemistry of their Thermal Reactions with Aldehydes

(1R)- and (1S)-1--(E)-but-2-enyl(tributyl)stannanes (8) and (9), whose configurations were assigned by correlation with (2R)- and (2S)-pentan-2-ol (14) and (15), react stereoselectively on heating with benzaldehyde to give (3S,4S)- and (3R,4R)-4-hydroxy-3-methyl-(Z)-1,2-enol ethers (16) and (18), respectively, the configurations of these products being established by correlation with pseudoephedrine.

Synthesis and Absolute Configuration of Optically Active E-1-Alkoxymethoxybut-2-enyl(tri-n-butyl)stannanes: Stereoselective Reactions with Aldehydes

(1R)- and (1S)-1--E-but-2-enyl(tri-n-butyl)stannanes (5) and (6), whose configurations at C(1) were assigned by correlation with (2R)- and (2S)-pentan-2-ol, react stereoselectively on heating with benzaldehyde to give (3S,4S)- and (3R,4R)-4-hydroxy-3-methyl-cis-1,2-enol ethers (11) and (13), respectively.