869991-61-7Relevant academic research and scientific papers
Two Ene-Yne Metathesis Approaches to the Total Synthesis of Amphidinolide P
Jecs, Edgars,Diver, Steven T.
, p. 3510 - 3513 (2015/07/28)
The total synthesis of amphidinolide P was achieved through two different ene-yne metathesis approaches. In each approach, the metathesis step was performed at late stages in the synthesis with all other functionality present. By forging two successful pa
Asymmetric total synthesis of dibenzocyclooctadiene lignan natural products
Coleman, Robert S.,Gurrala, Srinivas Reddy,Mitra, Soumya,Raao, Amresh
, p. 8932 - 8941 (2007/10/03)
Full details of the asymmetric total syntheses of the dibenzocyclooctadiene lignans interiotherin A, angeloylgomisin R, gomisin O, and gomisin E (epigomisin O) are presented. The syntheses were based on a unified synthetic strategy involving a novel crotylation using the Leighton auxiliary that occurred with excellent asymmetric induction (>98:2 enantiomeric ratio), a diastereoselective hydroboration/Suzuki-Miyaura coupling reaction sequence, and an atropdiastereoselective biarylcuprate coupling, both of which occurred with total (>20:1) stereocontrol. The syntheses were achieved in six to eight steps from simple aromatic precursors.
