Catalyzed enantioselective aldol additions of latent enolate equivalents
Author:
Publisher
Elsevier BV
Subject
Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Catalysis
Reference70 articles.
1. For a review of asymmetric aldol bond constructions, see: (a) Heathcock, C. H. The Aldol Reaction: Group I and II Enolates. In Comprehensive Organic Synthesis: Additions to C–X π-Bond Part 2; Trost, B. M.; Fleming, I.; Heathcock, C. H., Eds.; Pergamon Press: New York, 1991; Vol. 2, Chapter 1.6, pp. 181–238. (b) Kim, B. M.; Williams, S. F.; Masamune, S. The Aldol Reaction: Group III Enolates. In Comprehensive Organic Synthesis: Additions to C–X π-Bond Part 2; Trost, B. M.; Fleming, I.; Heathcock, C. H., Eds.; Pergamon Press: New York, 1991; Vol. 2, Chapter 1.7, pp. 239–275. (c) Paterson, I. The Aldol Reaction: Transition Metal Enolates. In Comprehensive Organic Synthesis: Additions to C–X π-Bond Part 2; Trost, B. M.; Fleming, I.; Heathcock, C. H., Eds.; Pergamon Press: New York, 1991; Vol. 2, Chapter 1.9, pp. 301–319. (d) Caine, D. in Comprehensive Organic Synthesis: Additions to C–X σ-Bond; Trost, B. M.; Fleming, I.; Heathcock, C. H., Eds.; Pergamon Press: New York, 1991; Vol. 3, Chapter 1.1, pp. 1–110.
2. (a) Evans, D. A.; Nelson, J. V.; Taber, T. R. Top. Stereochem. 1982, 13, 1–115. (b) Heathcock, C. H. in Asymmetric Synthesis, Morrison, J. D. Ed.; Academic Press: New York, 1984; Vol. 3, pp. 111–212.
3. (a) Mukaiyama, T.; Narasaka, K.; Banno, K. Chem. Lett. 1973, 1011–1014. (b) Mukaiyama, T.; Banno, K.; Narasaka, K. J. Am. Chem. Soc. 1974, 96, 7503–7509. (c) Saigo, K.; Osaki, M.; Mukaiyama, T. Chem. Lett. 1975, 989–990.
4. Wierschke, S. G.; Chandrasekhar, J.; Jorgensen, W. L. J. Am. Chem. Soc. 1985, 107, 1496–1500.
5. In addition to the mechanistic alternatives discussed later in this text, silyl ketene acetals transmetallate with TiCl4 under certain reaction conditions and undergo aldol addition via the derived (trichloro)titanium enolates, see: Nakamura, E.; Shimada, J.; Horiguchi, Y.; Kuwajima, I. Tetrahedron Lett. 1983, 24, 3341–3342.
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