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Organocatalytic Asymmetric Synthesis of Functionalized 3,4‐Dihydropyran Derivatives
Author(s) -
Franke Patrick T.,
Richter Bo,
Jørgensen Karl Anker
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800850
Subject(s) - dihydropyran , organocatalysis , domino , optically active , chemistry , aryl , combinatorial chemistry , organic chemistry , enantioselective synthesis , catalysis , alkyl
Organocatalysis can control both the chemo‐, diastereo‐ and enantioselectivity in the domino addition of 1,3‐cycloalkanediones to α,β‐unsaturated aldehydes providing optically active 3,4‐dihydropyrans (see scheme) with excellent enantioselectivies and good diastereoselectivities for a broad range of aryl‐ and aliphatic‐substituted α,β‐unsaturated aldehydes. The 3,4‐dihydropyrans were transformed to various important derivatives.