Tandem Dienone Photorearrangement–Cycloaddition for the Rapid Generation of Molecular Complexity

PH Bos, MT Antalek, JA Porco Jr…

Index: Bos, Pieter H.; Antalek, Mitchell T.; Porco, John A.; Stephenson, Corey R. J. Journal of the American Chemical Society, 2013 , vol. 135, # 47 p. 17978 - 17982

Full Text: HTML

Citation Number: 9

Abstract

A tandem dienone photorearrangement–cycloaddition (DPC) reaction of novel cyclohexadienone substrates tethered with various 2π and 4π reaction partners resulted in the formation of polycyclic, bridged frameworks. In particular, use of alkynyl ether-tethered substrates led to (3+ 2) cycloaddition to afford strained alkenes which could be further elaborated by intra-and intermolecular cycloaddition chemistry to produce complex, ...

Related Articles:

Hofmann rearrangement of carboxamides mediated by hypervalent iodine species generated in situ from iodobenzene and oxone: Reaction scope and limitations

[Zagulyaeva, Aleksandra A.; Banek, Christopher T.; Yusubov, Mekhman S.; Zhdankin, Viktor V. Organic Letters, 2010 , vol. 12, # 20 p. 4644 - 4647]

Photoinduced electron transfer oxidation. I. 9, 10-dicyanoanthracene-sensitized photooxidation of hindered phenols

[Futamura; Yamazaki; Ohta; Kamiya Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 12 p. 3852 - 3855]

Bromide??Assisted Oxidation of Substituted Phenols with Hydrogen Peroxide to the Corresponding p??Quinol and p??Quinol Ethers over WO42−??Exchanged Layered …

[Sels; De Vos; Jacobs Angewandte Chemie - International Edition, 2005 , vol. 44, # 2 p. 310 - 313]

Bromide??Assisted Oxidation of Substituted Phenols with Hydrogen Peroxide to the Corresponding p??Quinol and p??Quinol Ethers over WO42−??Exchanged Layered …

[Sels; De Vos; Jacobs Angewandte Chemie - International Edition, 2005 , vol. 44, # 2 p. 310 - 313]

Singlet oxygen generation from H 2 O 2/MoO 4 2−: peroxidation of hydrophobic substrates in pure organic solvents

[Nardello, Veronique; Bogaert, Stephane; Alsters, Paul L; Aubry, Jean-Marie Tetrahedron Letters, 2002 , vol. 43, # 48 p. 8731 - 8734]

More Articles...