2.5 Metal-Catalyzed Asymmetric Diels–Alder and Hetero-Diels–Alder Reactions
Book
Editors: Gao, S.; Ma, S.
Title: Metal-Catalyzed Cyclization Reactions 2
Print ISBN: 9783131998118; Online ISBN: 9783132404823; Book DOI: 10.1055/b-004-129734
1st edition © 2016 Georg Thieme Verlag KG
Georg Thieme Verlag, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Reference Libraries
Parent publication
Title: Science of Synthesis
DOI: 10.1055/b-00000101
Series Editors: Carreira, E. M.; Decicco, C. P.; Fürstner, A.; Koch, G.; Molander, G.; Schaumann, E.; Shibasaki, M.; Thomas, E. J.; Trost, B. M.
Type: Multivolume Edition
Abstract
This chapter focuses on asymmetric Diels–Alder, oxa-Diels–Alder, and aza-Diels–Alder reactions promoted by various chiral, Lewis acidic metal catalysts. As well as describing the different approaches and catalysts, selected examples of these reactions in the synthesis of natural products and drug molecules are presented.
Key words
asymmetric synthesis - aza-Diels–Alder reactions - Diels–Alder reactions - Lewis acid catalysis - metal-catalyzed reactions - oxa-Diels–Alder reactions- 19 Evans DA, Barnes DM, Johnson JS, Lectka T, von Matt P, Miller SJ, Murry JA, Norcross RD, Shaughnessy EA, Campos KR. J. Am. Chem. Soc. 1999; 121: 7582
- 59 Anada M, Washio T, Shimada N, Kitagaki S, Nakajima M, Shiro M, Hashimoto S. Angew. Chem. Int. Ed. 2004; 43: 2665
- 65 Eschenbrenner-Lux V, Küchler P, Ziegler S, Kumar K, Waldmann H. Angew. Chem. Int. Ed. 2014; 53: 2134