853685-27-5

Upstream product

• 853685-28-6 (S)-3-(2-iodo-4-methylphenyl)butan-1-ol 
• 853685-32-2 (S)-3-(4-methyl-2-((trimethylsilyl)ethynyl)phenyl)butanal 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 652994-22-4 4-[4-methyl-2-(trimethylsilanylethynyl)phenyl]pentan-2-one 
• 652994-21-3 (S)-4-(2-bromo-4-methylphenyl)pentan-2-one 
• 652994-20-2 (E)-4-(2-bromo-4-methylphenyl)but-3-en-2-one 
• 81353-38-0 (trimethylsilylethynyl)tributyltin 
• 71838-16-9 3-bromo-4-iodotoluene 
• 615580-19-3 (S)-3-(2-Amino-4-methyl-phenyl)-butan-1-ol 
• 66192-28-7 methyl (E)-3-(2-bromo-4-methylphenyl)acrylate 
• 615580-15-9 ((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ⁶-benzo[c][1,2]thiazin-4-yl)-acetic acid methyl ester 
• 615580-17-1 2-((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ⁶-benzo[c][1,2]thiazin-4-yl)-ethanol 
• 853685-29-7 C₁₈H₁₉NO₃S 
• 853685-31-1 (S)-3-(4-methyl-2-((trimethylsilyl)ethynyl)phenyl)butan-1-ol 

Downstream Products

• 652994-24-6 2-ethynyl-4-methyl-1-(1-methylbut-3-enyl)benzene 

Relevant academic research and scientific papers

Benzothiazines in synthesis: Studies directed toward the synthesis of erogorgiaene

(Chemical Equation Presented) The use of benzothiazenes for the formal total synthesis of erogorgiaene and stereoselective total syntheses of two diastereomers of this natural product is described. In particular, the stereochemical course of a radical cyc

Benzothiazines in synthesis. Formal synthesis of erogorgiaene

A benzothiazine, readily available in enantiomerically pure form via a completely selective, intramolecular addition of a sulfoximine-stabilized carbanion to an α,β-unsaturated ester, could be converted to a precursor to erogorgiaene in good overall yield

Enantioselective Total Synthesis of Erogorgiaene: Applications of Asymmetric Cu-Catalyzed Conjugate Additions of Alkylzincs to Acyclic Enones

The first enantioselective synthesis of erogorgiaene (1), an inhibitor of mycobacterium tuberculosis, is disclosed. The total synthesis highlights the utility of asymmetric conjugate additions (ACA) of alkylzincs to acyclic α,β-unsaturated ketones catalyzed by peptidic phosphine ligands and (CuOTf)2·C6H6. Moreover, several critical attributes of this catalytic C-C bond-forming reaction are illustrated in the context of the total synthesis; these include the significance of various structural features of the amino acid-based chiral ligands and the chiral ligand's effectiveness in reactions involving achiral and chiral substrates. In addition, the total synthesis showcases some of the special properties of nonphosphine Ru complex 3 as a highly effective catalyst for olefin cross-metathesis.