Tandem Pauson–Khand reaction and Diels–Alder reaction for access to polycycles in a one-pot reaction

Abstract

Starting from easily available cyclic alkenes, enynes, and dienophiles, a tandem intermolecular Pauson-Khand reaction and Diels-Alder reaction yields polycyclic compounds in high yields.

Versatile Catalytic Reactions of Norbornadiene Derivatives with Alkynes

“…(81)]. Kim and Chung prepared the complex polycyclic compounds ( 117 – 120 ) by tandem intermolecular Pauson–Khand reaction and Diels–Alder reaction of easily available norbornene and its derivatives, enynes and dienophiles in a one‐pot reaction . The reaction was catalyzed by cobalt carbonyl giving the products in high yields [Eq.…”

Five‐Membered Carbocycles

“…102 The reaction combined a 2:1:3 mixture of norbornene, 1-ethynylcyclohexene and dimethylfumarate, respectively. A 90% yield of the pentacyclic products 54 and 55 were formed in a 1.1:1 ratio.…”

Cobalt Carbonyl-Catalyzed Tandem [2+2+1]/[4+2] Cycloaddition of Dienediyne to New Tetracycles

“…Both the structures of the dienediyne substrates (1d-8d) used in this study and of the cyclic compounds (1)(2)(3)(4)(5)(6)(7)(8) prepared in this study are drawn in Scheme 1 and Equation 1. The dienediynes were synthesized by the methods shown in Scheme 1.…”

“…3 Thus, multi-component cycloadditions involving three or more functional groups have been recently reported. 4 Recently, we reported 5 an access to polycyclic compounds via a tandem intermolecular Pauson-Khand reaction (PKR) and Diels-Alder reaction (DAR) of cyclic alkenes, enynes, and dienophiles. The alkyne group of enynes participated in the PKR and the dienophile selectively participated in the DAR, resulted in high yields of the cyclic compounds.…”