152669-29-9

Downstream Products

• 155003-26-2 (S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-heptan-3-one 
• 172326-98-6 1-[(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-triisopropylsilanyloxy-hex-5-enyloxymethoxymethyl]-4-methoxy-benzene 
• 172326-99-7 (2R,3S)-2-(4-Methoxy-benzyloxymethoxymethyl)-3-triisopropylsilanyloxy-hex-5-en-1-ol 
• 172487-97-7 (2R,3R)-2-(4-Methoxy-benzyloxymethoxymethyl)-3-triisopropylsilanyloxy-hex-5-en-1-ol 
• 172327-00-3 (2R,3S)-2-(4-Methoxy-benzyloxymethoxymethyl)-3-triisopropylsilanyloxy-hex-5-enal 
• 172487-98-8 (2R,3R)-2-(4-Methoxy-benzyloxymethoxymethyl)-3-triisopropylsilanyloxy-hex-5-enal 
• 172532-53-5 (2S,3R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-hex-5-en-3-ol 
• 172326-96-4 (2S,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-hex-5-en-3-ol 
• 152669-31-3 (2S,3S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol 

Relevant academic research and scientific papers

Asymmetric synthesis of all 8 stereoisomers of α-methyl homoallylic alcohols derived by crotyl addition onto bis(hydroxymethyl)acetaldehydes (BHYMA*)

The asymmetric synthesis of epimeric α-methyl homoallylic alcohols 4 and 7 has been realized respectively through chelation-controlled addition of crotylbutyltin to asymmetrized bis(hydroxymethyl) acetaldehydes (BHYMA*) 3, and via chelation-controlled reduction of ketones 8. Due to the stereochemical flexibility of the C-5 chiral centre and to the enantiodivergent preparation of both anantiomers of 3, all 8 isomers of these crotylation products become accessible, starting from an unique precursor 1.

Protecting group controlled diastereoselective reduction of diprotected α,α-bis(hydroxymethyl) ketones derived from THYM*, using the DIBALH / MgBr2 system

The reduction of diprotected α,α-bis(hydroxymethyl)ketones 5, derived from the novel chiral building blocks THYM*1 and BHYMA*2 has been realized with good to excellent stereoselectivity (from 85:15 to 97:3), through a appropriate choice of the two protect