jo2021696_si_001.pdf (4.47 MB)
Total Synthesis of (−)-Sacidumlignans B and D
journal contribution
posted on 2012-02-03, 00:00 authored by Jeetendra
Kumar Rout, C. V. RamanaThe first total synthesis of naturally occurring sacidumlignans
A (1), B (2), and D (4) was
executed and the absolute configuration of 2 and 4 was determined. A diastereoselective α- methylation
of a lactone was used as the key step for the control of the chiral
centers of the central lignan core. An acid mediated dehydrative cyclization
of an aldehyde to construct the dihydronaphthalene unit of 2 and the aromatization of the intermediate dihydronaphthalene derivative
to synthesize 1 are the key reactions employed in this
regard.