Chiral-Metal-Complex-Catalyzed Aliphatic Claisen Rearrangement

Chiral-Metal-Complex-Catalyzed Aliphatic Claisen Rearrangement [Pg.25]

Since its discovery in 1912 [1], the Claisen rearrangement, namely thermal [3,3]-sigmatropic rearrangement of an allyl vinyl ether, has received great attention as one of the most powerful methods for stereoselective carbon-carbon bond formation. Metal catalysis has been introduced to significantly accelerate the Claisen rearrangement even at room temperature. A hterature survey on metal catalysis of Claisen rearrangements is available in excellent reviews by Lutz, Overman, Frauenrath and Hiersemann [2]. [Pg.25]

Therefore, we focus our attention only on the recent developments of chiral metal catalysis rather than acceleration or promotion by an equimolar amount of metal complexes. Excellent contributions based on main-group metals by more than one molar amount of Al and b [3] complexes in particular will be described in this chapter just as an introduction to metal-catalyzed Claisen rearrangement. [Pg.25]

Binding Modes of Main-group and Late Transition Metals [Pg.26]

Lewis acid for oxygen Main Group Metals Early Transition Metals [Pg.26]

I 2 Chiral-Metal-Complex-Catalyzed Aliphatic Claisen Rearrangement 2.2... [Pg.26]

J4 I 2 Chiral-Metal-Complex-CatalYzed Aliphatic Claisen Rearrangement... [Pg.34]

R] For an excellent review, see Mikami, K. Akiyama, K. Chiral-metal-complex-catalyzed aliphatic Claisen rearrangement. In The Claisen Rearrangement - Methods and Applications, Hiersemann, M., Nubbemeyer, U., Eds. Wiley-VCH Weinheim, 2007 pp 25-43. See also (a) Majumdar, K. C. Alam, S. Chattopadhyay, B. Tetrahedron 2008, 64, 597-643. (b) Enders, D. Knopp, M. Schiffers, R. Tetrahedron Asymmetry 1996, 7,1847-1882. [Pg.84]

Big Chemical Encyclopedia