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Organocatalysis in Natural Product Synthesis: A Simple One‐Pot Approach to Optically Active β‐Diols
Author(s) -
Andersen Nikolaj Røjkjær,
Hansen Signe Grann,
Bertelsen Søren,
Jørgensen Karl Anker
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900707
Subject(s) - chemistry , nucleophile , michael reaction , optically active , substrate (aquarium) , benzaldehyde , natural product , organic chemistry , organocatalysis , enantioselective synthesis , oxime , combinatorial chemistry , catalysis , oceanography , geology
Optically active β‐diols have been prepared using an organocatalytic one‐pot approach from α,β‐unsaturated aldehydes using (E) ‐benzaldehyde oxime as nucleophile in an oxa‐Michael reaction with subsequent in situ reduction or Grignard addition. With this protocol at hand, two biologically active compounds, an insect sex pheromone and a glycerol kinase substrate have been synthesized.