TY - JOUR A1 - Datta, Ritabrata A1 - Ghosh, Subrata T1 - Domino ring-opening–ring-closing enyne metathesis vs enyne metathesis of norbornene derivatives with alkynyl side chains. Construction of condensed polycarbocycles JF - Beilstein Journal of Organic Chemistry PY - 2018/// VL - 14 SP - 2708 EP - 2714 SN - 1860-5397 DO - 10.3762/bjoc.14.248 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.14.248 KW - Diels–Alder reaction KW - domino process KW - enyne metathesis KW - natural products KW - polycarbocycles N2 - The metathesis of norbornene derivatives with alkynyl side-chain with Grubbs’ ruthenium alkylidine as catalyst has been investigated with the objective of constructing condensed polycyclic structures. This investigation demonstrated that the generally observed domino reaction course involving a ring-opening metathesis of the norbornene unit and a ring-closing enyne metathesis is influenced to a great extent by the nature of the functional group and the substrate structure and may follow a different reaction course than what is usually observed. In cases where ROM–RCEYM occurred, the resulting 1,3-diene reacts in situ with the dienophile to provide condensed tetracyclic systems. ER -