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Recherches sur la formation et la transformation des esters LVII. Acides ou chlorures d'acides de P III et alcools α‐acétyléniques: estérification sans ou avec réarrangement
Author(s) -
Cherbuliez E.,
Jaccard S.,
Prince R.,
Rabinowitz J.
Publication year - 1965
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19650480324
Subject(s) - chemistry , medicinal chemistry , stereochemistry , derivative (finance) , economics , financial economics
When α‐acetylenic alcohols are reacted with acid chlorides of trivalent phosphorus in the presence of a tertiary base, the intermediate trivalent esters rearrange to pentavalent phosphorus derivatives, with formation of a new PC bond. Generally, the C 3 group fixed on the phosphors has an allenic structure: ; in some cases this group tautomerizes to the corresponding acetylenic derivative: .