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Highly Enantioselective Synthesis of Designed Chiral Acyclonucleosides and Acyclonucleotides by Organocatalytic Aza‐Michael Addition
Author(s) -
Guo HaiMing,
Yuan TengFei,
Niu HongYing,
Liu JinYing,
Mao RunZe,
Li DeYang,
Qu GuiRong
Publication year - 2011
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.201100435
Subject(s) - enantioselective synthesis , michael reaction , computer science , yield (engineering) , organocatalysis , combinatorial chemistry , chemistry , stereochemistry , organic chemistry , catalysis , physics , thermodynamics
Chiral acyclonucleosides were synthesized by an organocatalytic asymmetric aza‐Michael addition reaction from achiral purine bases and α,β‐unsaturated aldehydes in 82–89 % yield and up to 99 % ee. The isolated chiral acyclonucleosides are readily converted to acyclonucleotides.