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Stereoselective Synthesis of (−)‐Deacetylanisomycin
Author(s) -
Merino Pedro,
Franco Santiago,
Lafuente Diego,
Merchan Francisco,
Revuelta Julia,
Tejero Tomas
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200300091
Subject(s) - chemistry , stereoselectivity , nitrone , selectivity , yield (engineering) , derivative (finance) , nucleophilic addition , nucleophile , stereochemistry , grignard reaction , combinatorial chemistry , organic chemistry , reagent , catalysis , cycloaddition , materials science , financial economics , economics , metallurgy
A stereoselective synthesis of (−)‐deacetylanisomycin has been achieved from a nitrone derived from L ‐threose in 6 steps and 53.7% overall yield. The key step of the synthesis is the nucleophilic addition of a Grignard derivative with complete diastereofacial selectivity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)