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Short enantioselective approach to a building block for macrolide syntheses
Author(s) -
Stürmer Rainer
Publication year - 1991
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199119910154
Subject(s) - aldehyde , enantioselective synthesis , chemistry , inversion (geology) , block (permutation group theory) , alcohol , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , mathematics , paleontology , geometry , structural basin , biology
Abstract The protected α,β‐dihydroxy aldehyde 2 a key building block for several macrolide antibiotics, has been synthesized from the epoxy alcohol 6 . Oxidation furnishes the corresponding aldehyde 7 , which is acetalized with ketones in the prescence of SnCl 4 with complete inversion of configuration at C‐3.