Synthesis of dihydrodehydrodiconiferyl alcohol: the revised structure of lawsonicin.
Structural revision of lawsonicin, a natural product of Lawsonia alba, is reported based upon comparison of its spectral data with that of the naturally occurring dihydrobenzo[b]furan neolignan (rac)-trans-dihydrodehydrodiconiferyl alcohol, which is found to be identical. A concise synthesis of dihydrodehydrodiconiferyl alcohol, via Rh(2)[S-DOSP](4)-catalysed intramolecular C-H insertion, is described.
Meng
Junxiu
J
School of Chemistry, University of Southampton, UK.
Jiang
Tao
T
Aslam Bhatti
Huma
H
Siddiqui
Bina S
BS
Dixon
Sally
S
Kilburn
Jeremy D
JD
D031564:Lawsonia Plant / Q000737:chemistry*; D008031:Lignin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure
C489718:pinonesinol; D008031:Lignin