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Copper-catalyzed asymmetric synthesis / edited by Alexandre Alexakis, Norbert Krause, Simon Woodward.

Contributor(s): Material type: TextTextPublisher: Weinheim : Wiley-VCH, 2014Description: 1 online resource (xvi, 454 pages) : illustrationsContent type:
  • text
Media type:
  • computer
Carrier type:
  • online resource
ISBN:
  • 9783527664573
  • 3527664572
  • 9783527664603
  • 3527664602
  • 9783527664580
  • 3527664580
  • 9783527664597
  • 3527664599
  • 1306290996
  • 9781306290999
Subject(s): Genre/Form: Additional physical formats: Print version:: Copper-catalyzed asymmetric synthesisDDC classification:
  • 547.2 23
LOC classification:
  • QD262
Online resources:
Contents:
1. The primary organometallic in copper-catalyzed reactions / Simon Woodward -- 2. Copper-catalyzed asymmetric conjugate addition / Alexandre Alexakis, Norbert Krause and Simon Woodward -- 3. Copper-catalyzed asymmetric conjugate addition and allylic substitution of organometallic reagents to extended multiple-bond systems / Matthieu Tis sot, Hailing Li and Alexandre Alexakis -- 4. Asymmetric allylic alkylation / Olivier Baslé, Audrey Denicourt-Nowicki, Christopohe Crévisy and Marc Mauduit -- 5. Ring opening of epoxides and related systems / Mauro Pineschi -- 6. Carbon-boron and carbon-silicon bond formation / Masaya Sawamura and Hajime Ito -- 7. CuH in asymmetric reductions / Bruce H. Lipshutz -- 8. Asymmetric cyclopropanation and aziridination reactions / André B. Charette, Hélène Lebel and Marie-Noelle Roy -- 9. Copper-catalyzed asymmetric addition reaction of imines / Kiyoshi Tomioka, Ken-ichi Yamada and Yasutomo Yamamoto -- 10. Carbometallation reactions / Dorian Didier and Ilan Marek -- 11. Chiral copper Lewis acids in asymmetric transformations / Shinya Adachi, Ramkumar Moorthy and Mukund P. Sibi -- 12. Mechanistic aspects of copper-catalyzed reactions / Per-Fredrik Larsson, Per-Ola Norrby and Simon Woodward -- 13. NMR spectroscopic aspects / Felicitas von Rekowski, Carina Koch and Ruth M. Gschwind -- 14. Application to the synthesis of natural products / Beatriz C. Calvo, Jeffrey Buter and Adriaan J. Minnaard.
Abstract: This book reflects the increasing interest among the chemical synthetic community in the area of asymmetric copper-catalyzed reactions, and introduces readers to the latest, most significant developments in the field. The contents are organized according to reaction type and cover mechanistic and spectroscopic aspects as well as applications in the synthesis of natural products. A whole chapter is devoted to understanding how primary organometallics interact with copper to provide selective catalysts for allylic substitution and conjugate addition, both of which are treated in separate chapters. Another is devoted to the variety of substrates and experimental protocols, while an entire chapter covers the use on non-carbon nucleophiles. Other chapters deal with less-known reactions, such as carbometallation or the additions to imines and related systems, while the more established reactions cyclopropanation and aziridination as well as the use of copper (II) Lewis acids are warranted their own special chapters. Two further chapters concern the processes involved, as determined by mechanistic studies. Finally, a whole chapter is devoted to the synthetic applications. This book is essential reading for researchers at academic institutions and professionals at pharmaceutical or agrochemical companies.
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Print version record.

1. The primary organometallic in copper-catalyzed reactions / Simon Woodward -- 2. Copper-catalyzed asymmetric conjugate addition / Alexandre Alexakis, Norbert Krause and Simon Woodward -- 3. Copper-catalyzed asymmetric conjugate addition and allylic substitution of organometallic reagents to extended multiple-bond systems / Matthieu Tis sot, Hailing Li and Alexandre Alexakis -- 4. Asymmetric allylic alkylation / Olivier Baslé, Audrey Denicourt-Nowicki, Christopohe Crévisy and Marc Mauduit -- 5. Ring opening of epoxides and related systems / Mauro Pineschi -- 6. Carbon-boron and carbon-silicon bond formation / Masaya Sawamura and Hajime Ito -- 7. CuH in asymmetric reductions / Bruce H. Lipshutz -- 8. Asymmetric cyclopropanation and aziridination reactions / André B. Charette, Hélène Lebel and Marie-Noelle Roy -- 9. Copper-catalyzed asymmetric addition reaction of imines / Kiyoshi Tomioka, Ken-ichi Yamada and Yasutomo Yamamoto -- 10. Carbometallation reactions / Dorian Didier and Ilan Marek -- 11. Chiral copper Lewis acids in asymmetric transformations / Shinya Adachi, Ramkumar Moorthy and Mukund P. Sibi -- 12. Mechanistic aspects of copper-catalyzed reactions / Per-Fredrik Larsson, Per-Ola Norrby and Simon Woodward -- 13. NMR spectroscopic aspects / Felicitas von Rekowski, Carina Koch and Ruth M. Gschwind -- 14. Application to the synthesis of natural products / Beatriz C. Calvo, Jeffrey Buter and Adriaan J. Minnaard.

This book reflects the increasing interest among the chemical synthetic community in the area of asymmetric copper-catalyzed reactions, and introduces readers to the latest, most significant developments in the field. The contents are organized according to reaction type and cover mechanistic and spectroscopic aspects as well as applications in the synthesis of natural products. A whole chapter is devoted to understanding how primary organometallics interact with copper to provide selective catalysts for allylic substitution and conjugate addition, both of which are treated in separate chapters. Another is devoted to the variety of substrates and experimental protocols, while an entire chapter covers the use on non-carbon nucleophiles. Other chapters deal with less-known reactions, such as carbometallation or the additions to imines and related systems, while the more established reactions cyclopropanation and aziridination as well as the use of copper (II) Lewis acids are warranted their own special chapters. Two further chapters concern the processes involved, as determined by mechanistic studies. Finally, a whole chapter is devoted to the synthetic applications. This book is essential reading for researchers at academic institutions and professionals at pharmaceutical or agrochemical companies.

Includes bibliographical references at the end of each chapters and index.

Program of Development Studies