An efficient synthesis of valienamine via ring-closing metathesis.
An efficient synthesis of valienamine is described. Valienamine was synthesized starting from commercially available 2,3,4,6-tetra-O-benzyl-D-glucose in nine steps, using ring-closing metathesis of (4S,5S,6S)-4,5,6-tribenzyloxy-7-(benzyloxymethyl)octa-1,7-dien-3-ol as a key step.
Chang
Young-Kil
YK
Center for Bioactive Molecular Hybrids and Department of Chemistry, Yonsei University, Seoul 120-749, Korea.
Lee
Bo-Young
BY
Kim
Dong Jun
DJ
Lee
Gwan Sun
GS
Jeon
Heung Bae
HB
Kim
Kwan Soo
KS
D003500:Cyclization; D053138:Cyclohexenes; D006595:Hexosamines / Q000032:analysis / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism
D053138:Cyclohexenes; D006595:Hexosamines; C030791:valienamine