TY - JOUR
T1 - Bio-Based Chiral Amines via Aza-Michael Additions to (–)-Levoglucosenone Under Aqueous Conditions
AU - Kim, Shi Wei
AU - Ledingham, Edward T.
AU - Kudo, Shinji
AU - Greatrex, Ben W.
AU - Sperry, Jonathan
N1 - Funding Information:
Part of this work is a Japan Society for the Promotion of Science Joint Research Project supported by New Zealand Government funding and administered by the Royal Society of New Zealand. E. T. L was supported by an Australian Government Research Training Program (RTP) Scholarship.
PY - 2018/5/8
Y1 - 2018/5/8
N2 - Chiral amines are highly coveted within the fine-chemical industry and sustainable synthetic methodologies for their production are of great value. By harnessing the chirality present in cellulose-derived (–)-levoglucosenone (LGO), several bio-based sp3-rich amines containing up to four chiral centres have been readily prepared under aqueous conditions without using any catalysts, ligands, auxiliaries or resolutions.
AB - Chiral amines are highly coveted within the fine-chemical industry and sustainable synthetic methodologies for their production are of great value. By harnessing the chirality present in cellulose-derived (–)-levoglucosenone (LGO), several bio-based sp3-rich amines containing up to four chiral centres have been readily prepared under aqueous conditions without using any catalysts, ligands, auxiliaries or resolutions.
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U2 - 10.1002/ejoc.201800388
DO - 10.1002/ejoc.201800388
M3 - Article
AN - SCOPUS:85046550753
VL - 2018
SP - 2028
EP - 2038
JO - Liebigs Annalen der Chemie
JF - Liebigs Annalen der Chemie
SN - 1434-193X
IS - 17
ER -