96597-33-0

Upstream product

• 66767-61-1 methyl 2R,3R-nilate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 3976-69-0 Methyl (R)-3-hydroxybutyrate 

Downstream Products

• 1351354-77-2 (2R,3S,Z)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane 
• 1351354-78-3 (2R,3S,E)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane 
• 1351354-80-7 (2R,3R,4S,5S,6R)-4-bromo-2,3,5-trimethyl-6-phenyltetrahydro-2H-pyran 
• 1351354-82-9 (2R,3R,4S,5S,6R)-4-fluoro-2,3,5-trimethyl-6-phenyltetrahydro-2H-pyran 
• 1351354-81-8 (2R,3S,4S,5R,6R)-2,3,5-trimethyl-6-phenyltetrahydro-2H-pyran-4-ol 
• 1351354-85-2 (2R,3R,4S,5S,6R)-4-iodo-2,3,5-trimethyl-6-phenyltetrahydro-2H-pyran 

Relevant academic research and scientific papers

The prins reaction using ketones: Rationalization and application toward the synthesis of the portentol skeleton

We report a TMSI-promoted Prins cyclization reaction with ketones as carbonyl partners to prepare polysubstituted chiral spirotetrahydropyrans. In the presence of racemic 2-methylcyclohexanone a dynamic kinetic resolution occurred affording one stereoisom

Ring enlargement by alkylated 3-hydroxybutyrates: A synthesis of (12S, 13R)-(-)-12-methyl-13-tetradecanolide

TBS-protected iodo alcohols 6 were prepared via Frater alkylation and applied in the synthesis of optically active macrolides 5 and 10. By ring enlargement of cyclodecanone (7) the superposition molecule 5 of two macrocyclic odorants was synthesized and a conformationally fixed tricyclic macrolide 11 constructed.

Enantiomerically Pure Pyrrolidine Derivatives from trans-4-Hydroxy-L-proline By Electrochemical Oxidative Decarboxylation and Titanium-Tetrachloride-Mediated reaction with Nucleophiles

Preparative electrolysis of N-methoxycarbonyl-O-hydroxyproline 4 in MeOH leads to substitution of the COOH by a MeO group (oxidative decarboxylation).The mixture 5 of the two diastereoisomers (ca. 1:1) thus obtained was reacted in CH2Cl2 with nucleophilic silylated compounds (such as allylsilane, silyl cyanide and 1-phenyl-1-silyloxyethane) or with trimethyl phosphite in the presence of TiCl4 to give 2-allyl-, 2-cyano-, 2-(2-oxo-2-phenylethyl)- and 2-phosphono-substituted hydroxypyrrolidines, respectively, with high diastereoselectivities (>= 90 percent, products 6-12).The configuration of two of the products (6/7 and 8/9) was shown to be cis.