The oxidative mannich reaction catalyzed by dirhodium caprolactamate.

Journal of the American Chemical Society
Arthur J CatinoMichael P Doyle

Abstract

Dirhodium caprolactamate [Rh2(cap)4] is a highly effective catalyst for the oxidative Mannich reaction. The reaction proceeds via C-H oxidation of a tertiary amine followed by nucleophilic capture. This green transformation is conducted in protic solvent using inexpensive T-HYDRO (70% t-BuOOH in water). Synthetically valuable gamma-aminoalkyl butenolides are obtained.

References

Oct 16, 2002·Accounts of Chemical Research·Stephen F Martin
Dec 11, 2003·Journal of the American Chemical Society·Shun-Ichi MurahashiTakahiro Nakae
Oct 21, 2004·Journal of the American Chemical Society·Arthur J CatinoMichael P Doyle
Jun 9, 2005·Current Opinion in Chemical Biology·Michael Seitz, Oliver Reiser
Nov 5, 2005·Organic Letters·Arthur J CatinoMichael P Doyle

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Citations

May 4, 2007·Journal of the American Chemical Society·Seth B Herzon, John F Hartwig
Dec 2, 2006·The Journal of Organic Chemistry·Michael P Doyle
Jun 26, 2009·Organic Letters·Lei Liu, Paul E Floreancig
Mar 30, 2007·Chemical Communications : Chem Comm·Hojae Choi, Michael P Doyle
Feb 14, 2009·Chemical Communications : Chem Comm·Youming ShenCan-Cheng Guo
Apr 7, 2010·Chemical Communications : Chem Comm·Peng LiuChi-Ming Che
Nov 1, 2011·Chemical Communications : Chem Comm·Ri-Yuan TangJin-Heng Li
Jan 19, 2012·Chemical Communications : Chem Comm·Guolei ZhaoWujiong Xia
Nov 5, 2015·Journal of the American Chemical Society·Jennifer M HowellM Christina White
Sep 1, 2015·Journal of the American Chemical Society·Jillian E SpanglerJin-Quan Yu
Jun 30, 2015·Journal of the American Chemical Society·Bin XuQi-Lin Zhou
Oct 7, 2016·The Journal of Organic Chemistry·Vanaparthi SatheeshTharmalingam Punniyamurthy
Jul 22, 2017·Chemical Communications : Chem Comm·Min-Jie ZhouQi-Lin Zhou
Jan 26, 2016·Organic & Biomolecular Chemistry·Ji-Min YangQi-Lin Zhou
May 16, 2008·Organic & Biomolecular Chemistry·Ryosuke AsamiMahito Atobe
Jul 24, 2008·Chemical Society Reviews·Shun-Ichi Murahashi, Dazhi Zhang
Jul 22, 2009·Chemistry, an Asian Journal·Masaki OhtaKenichiro Itami
Jul 29, 2010·Organic & Biomolecular Chemistry·Xing-Zhong ShuYong-Min Liang
Jul 26, 2012·Chemistry : a European Journal·Emily A MitchellBert U W Maes

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