1452892-54-4Relevant articles and documents
Intramolecular Crossed [2+2] Photocycloaddition through Visible Light-Induced Energy Transfer
Zhao, Jiannan,Brosmer, Jonathan L.,Tang, Qingxuan,Yang, Zhongyue,Houk,Diaconescu, Paula L.,Kwon, Ohyun
, p. 9807 - 9810 (2017)
Herein, we present the intramolecular [2+2] cycloadditions of dienones promoted through sensitization, using a polypyridyl iridium(III) catalyst, to form bridged cyclobutanes. In contrast to previous examples of straight [2+2] cycloadditions, these efficient crossed additions were achieved under irradiation with visible light. The reactions delivered desired bridged benzobicycloheptanone products with excellent regioselectivity in high yields (up to 96%). This process is superior to previous syntheses of benzobicyclo[3.1.1]heptanones, which are readily converted to B-norbenzomorphan analogues of biological significance. Electrochemical, computational, and spectroscopic studies substantiated the mechanism of triplet energy transfer and explained the unusual regiocontrol.
New synthesis of A-ring aromatic strigolactone analogues and their evaluation as plant hormones in pea (pisum sativum)
Chen, Victor X.,Boyer, Fran?ois-Didier,Rameau, Catherine,Pillot, Jean-Paul,Vors, Jean-Pierre,Beau, Jean-Marie
supporting information, p. 4849 - 4857 (2013/05/22)
A new general access to A-ring aromatic strigolactones, a new class of plant hormones, has been developed. The key transformations include in sequence ring-closing metathesis, enzymatic kinetic resolution and a radical cyclization with atom transfer to install the tricyclic ABC-ring system. The activity as plant hormones for the inhibition of shoot branching in pea of various analogues synthesized by this strategy is reported. Inhibiting shoot branching: A new general access to A-ring aromatic strigolactones (see scheme), a new class of plant hormones, has been developed. The biological activity of various analogues synthesized by this strategy for inhibiting bud outgrowth in pea was evaluated. Copyright