1427286-52-9Relevant academic research and scientific papers
Synthetic Access to Noncanonical Strigolactones: Syntheses of Carlactonic Acid and Methyl Carlactonoate
Dieckmann, Michael C.,Dakas, Pierre-Yves,De Mesmaeker, Alain
, p. 125 - 135 (2017/12/15)
Strigolactones are plant hormones regulating essential stages of a plant's development. Their low natural abundance combined with a low chemical stability significantly hampered the detailed investigation of their biological activity. Noncanonical strigolactones lack the fused tricyclic ABC-ring system commonly present in canonical-type strigolactones but feature an open-chain unit linking structurally diverse A-ring moieties to the butenolide D-ring. We herein present an efficient synthetic access to enantiomerically pure noncanonical strigolactones by a Stille cross-coupling approach to forge the central diene moiety and demonstrate this strategy by syntheses of natural products methyl carlactonoate and carlactonic acid. Furthermore, a synthetic access to deuterium-labeled analogues of these natural products has been developed.
A conjunctive diiodoheptaene for the synthesis of C2-symmetric carotenoids
Fontán, Noelia,Vaz, Belén,álvarez, Rosana,De Lera, ángel R.
supporting information, p. 2694 - 2696 (2013/04/10)
(2E,4E,6E,8E,10E,12E,14E)-2,15-Diiodo-6,11-dimethylhexadeca-2,4,6,8,10,12, 14-heptaene, prepared by homometathesis, has been used in palladium-catalyzed Suzuki and Stille cross-coupling reactions with the appropriate partners to construct the C2-symmetric carotenoids β,β-carotene, lycopene, synechoxanthin and 4,4′-diapo-ψ,ψ-carotene-4,4′- dial. The Royal Society of Chemistry 2013.
