102210-05-9

Upstream product

• 79026-61-2 (R)-3-benzyloxy-2-methylpropanal 
• 76943-95-8 (E)-1-(tert-butylthio)-1-trimethylsilyloxyprop-1-ene 
• 76943-94-7 (Z)-1-(tert-butylthio)-1-trimethylsilyloxyprop-1-ene 
• 61540-13-4 tert-butyl thiopropionate 
• 102146-11-2 1-tert-butylthio-1-(tert-butyldimethylsilyloxy)prop-1-ene 
• 97250-84-5 tert-Butyl-((E)-1-tert-butylsulfanyl-propenyloxy)-dimethyl-silane 
• 102146-10-1 ((R)-3,3-Dimethoxy-2-methyl-propoxymethyl)-benzene 

Downstream Products

• 73814-76-3 (1SR,2RS)-1-[(1SR)-2-(benzyloxy)-1-methylethyl]-2-methylpropane-1,3-diol 
• 73814-76-3 (1SR,2SR)-1-[(1RS)-2-(benzyloxy)-1-methylethyl]-2-methylpropane-1,3-diol 
• 73814-76-3 (1SR,2SR)-1-[(1SR)-2-(benzyloxy)-1-methylethyl]-2-methylpropane-1,3-diol 
• 102210-06-0 (2R,3R,4R)-5-(benzyloxy)-2,4-dimethylpentane-1,3-diol 
• 102210-04-8 (2R,3S,4R)-5-Benzyloxy-2,4-dimethyl-pentane-1,3-diol 

Relevant academic research and scientific papers

Reagent control in the aldol addition reaction of chiral boron enolates with chiral aldehydes

Boron enolates bearing menthone-derived chiral ligands are capable of fair to excellent diastereocontrol in their reactions with chiral aldehydes. Thioester-derived (better than ketone derived) enolates are able to control aldol stereochemistry irrespective of the aldehyde preferences.

Reagent control in the aldol addition reaction of chiral boron enolates with chiral aldehydes. Total synthesis of (3S,4S)-statine

Boron enolates bearing menthone-derived chiral ligands are capable of fair to excellent diastereocontrol in their reactions with chiral aldehydes. Thioester-derived (better than ketone derived) enolates are able to control aldol stereochemistry irrespective of the aldehyde preferences. With thioacetate-derived chiral enolates and enantiopure N,N-dibenzyl α-amino aldehydes, either the 3,4- anti or the 3,4-syn aldol adduct can be obtained with very high diastereoselectivity just by changing the chiral boron ligand configuration. The above procedure was used for a stereoselective total synthesis of (3S,4S)-statine.

LEWIS ACID MEDIATED ALDOL CONDENSATIONS USING THIOESTER SILYL KETENE ACETALS

BF3-OEt2 mediated thioester silylketene acetal additions to aldehydes are stereoconvergent and give high anti-syn ratios and good chemical yields.An acyclic transition state model was hypothesized in order to account for the observed selectivity.Theoretic

STEREOSELECTIVE ALDOL REACTIONS USING TiCl4 AS STEREOCHEMICAL TEMPLATE

TiCl4 mediated aldol condensations establish multiple contiguous chiral centers in an almost complete enantio- and diastereoselective way.