211504-69-7

Upstream product

• 60669-69-4 di-n-butylboryl trifluoromethanesulfonate 
• 131685-53-5 (S)-4-benzyl-3-propionyl-2-oxazolidinone 

Downstream Products

• 1293966-64-9 C₃₅H₅₁NO₆Si 
• 1293966-37-6 C₂₉H₃₇NO₆ 
• 1293966-38-7 C₃₅H₅₁NO₆Si 
• 1095607-33-2 (S)-4-benzyl-3-{(2S,3S,4R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentanoyl}oxazolidin-2-one 
• 1095607-34-3 (S)-4-benzyl-3-{(2S,3S,4S)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentanoyl}oxazolidin-2-one 
• 1095607-35-4 (S)-4-benzyl-3-{(2S,3S,4R)-4-fluoro-3-hydroxy-2-methyl-5-phenylpentanoyl}oxazolidin-2-one 
• 179238-94-9 (2S,3R)-4-Benzyl-3-[3-hydroxy-2-methyl-1-oxo-3-[(4-phenylsulfanyl)-3,4,5,6-tetrahydro-(2H)-pyran-4-yl]propionyl]oxazolidin-2-one 
• 179088-59-6 (2S,3S)-4-Benzyl-3-[3-hydroxy-2-methyl-1-oxo-3-[(4-phenylsulfanyl)-3,4,5,6-tetrahydro-(2H)-pyran-4-yl]propionyl]oxazolidin-2-one 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 

Relevant academic research and scientific papers

Synthetic studies on lytophilippine A: Synthesis of the proposed structure

Chemical equations presented. Synthesis of the proposed structure of lytophilippine A was accomplished employing SmI2-mediated 5-exo cyclization of an aldehydo β-alkoxyvinyl sulfoxide and ring-closing metathesis reaction.

Aldol reactions between L-erythrulose derivatives and chiral α-amino and α-fluoro aldehydes: Competition between felkin-anh and cornforth transition states

Both matched and mismatched diastereoselection have been observed in aldol reactions of a boron enolate of a protected L-erythrulose derivative with several chiral α-fluoro and α-amino aldehydes. Strict adherence to the Felkin-Anh model for the respective transition structures does not account satisfactorily for all the observed results, as previously observed in the case of α-oxygenated aldehydes. In some cases, only the Cornforth model provides a good explanation. The factors that influence this dichotomy are discussed and a general mechanistic model is proposed for aldol reactions with α-heteroatom-substituted aldehydes. Additional support for the model was obtained from density functional calculations.

Stereochemically controlled synthesis of 1,8-dioxaspiro[4.5]decanes and 1-oxa-8-thiaspiro[4.5]decanes by phenylsulfanyl migration

Single enantiomers and diastereoisomers of 2- and 3-alkyl-3-phenylsulfanyl-1,8-dioxa- and 1-oxa-8-thiaspiro-[4.5]decanes can be prepared in good yield by acid-catalysed phenylsulfanyl (PhS-) migration. Either the syn-or anti-stereochemistry can be controlled by aldol reactions or by reduction of hydroxy-ketones. The Royal Society of Chemistry 2000.

Towards polyketide libraries - II: Synthesis of chiral aracemic DI- and triketides on a solid support

A new fluoride ion cleavable linker serves as starter unit for iterative asymmetric aldol reactions on a solid support. The synthetic protocol relies on the boron enolate chemistry of D. A. Evans and a cyclic reestablishment of key functionalities. It entails the opportunity for the generation of di- and triketide libraries.