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The Stereospecificity of Brefeldin A Cyclization
Author(s) -
Raddatz Peter,
Winterfeldt Ekkehard
Publication year - 1981
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198102861
Subject(s) - brefeldin a , epimer , stereospecificity , stereoselectivity , stereochemistry , ring (chemistry) , chemistry , lactone , organic chemistry , biochemistry , catalysis , golgi apparatus , cell
A novel example of long‐range interactions in macrolide systems is provided by ring closure of the ester (1) . The C‐15 epimer mixture cyclizes with high stereoselectivity (10:1) to a lactone, which can be converted into 4‐epi‐15‐epi‐brefeldin.