TY  - JOUR
A1  - Schmidt, Bernd
A1  - Hauke, Sylvia
T1  - Metathesis-Based de novo synthesis of noviose
JF  - European journal of organic chemistry
N2  - The rare carbohydrate L-(+)-noviose was synthesized from enantiomerically pure L-lactate. The configuration at C-4 was established by diastereoselective nucleophilic addition to an in-situ-generated lactaldehyde. The resulting homoallylic alcohol was further transformed into a set of ring-closing metathesis (RCM) precursors. These compounds were converted into noviose in few steps using RCM and RCM-allylic-oxidation sequences.
KW  - Carbohydrates
KW  - Allylic oxidation
KW  - Oxygen heterocycles
KW  - Metathesis
KW  - Ruthenium
Y1  - 2014
U6  - https://doi.org/10.1002/ejoc.201301615
SN  - 1434-193X
SN  - 1099-0690
VL  - 2014
IS  - 9
SP  - 1951
EP  - 1960
PB  - Wiley-VCH
CY  - Weinheim
ER  -