The effects of the reaction conditions on the metalation of phenyl p- Toluenesulfonate (Phenyl Tosylate)

Chemical and Pharmaceutical Bulletin

Volumn 46, Issue 1, 1998, Pages 139-141

  Kimachi, Tetsutaro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

Lithiation; Ortho metalation; Phenyl tosylate

Indexed keywords

2 BUTANOL; BASE; BENZENESULFONIC ACID DERIVATIVE; LIGAND; LITHIUM; METAL; NATURAL PRODUCT; SOLVENT; TETRAHYDROFURAN; TOLUENESULFONIC ACID DERIVATIVE;

ARTICLE; CHEMICAL REACTION; DRUG SYNTHESIS; METAL BINDING; TEMPERATURE;

EID: 0031887719     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.46.139     Document Type: Article

References (8)

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8. Yields of 5.3% of 3a and 17.5% of 4a were obtained and 58% of the starting material was recovered when lithiation was conducted with 1.1 eq of sec-BuLi at -78°C. Similarly, when 1.1 eq of n-BuLi was used, 26% of 2a was obtained with 26% recovery of the starting material.