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Photolactonisierung: Ein neuer synthetischer Zugang zu Makroliden
Author(s) -
Quinkert Gerhard,
Billhardt UtaMaria,
Jakob Harald,
Fischer Gerd,
Glenneberg Jürgen,
Nagler Peter,
Autze Volker,
Heim Nana,
Wacker Manfred,
Schwalbe Thomas,
Kurth Yvonne,
Bats Jan W.,
Dürner Gerd,
Zimmermann Gottfried,
Kessler Horst
Publication year - 1987
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.19870700326
Subject(s) - chemistry , phenols , amine gas treating , stereochemistry , combinatorial chemistry , organic chemistry
Photolactonization: A Novel Synthetic Entry to Macrolides o ‐Quinol acetates, hydroxyalkylated at C(6), are easily accessible from simple phenols by Wessely acetoxylation (preferentially catalyzed by BF 3 ). On UV irradiation (in the presence of an appropriate tertiary amine), they are smoothly converted to macrocyclic lactones. Subtle conditions have been elaborated to lead to high overall yields, and the scope of the conversion of phenols to macrolides has been elucidated.