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Title	Reductions in organic synthesis : recent advances and practical applications : developed from a symposium sponsored by the Division of Organic Chemistry at the 210th National Meeting of the American Chemical Society / Ahmed F. Abdel-Magid, editor
Publish Info	Washington, DC : American Chemical Society, ©1996

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Contents

Preface

1 Sixty Years of Hydride Reductions / Herbert C. Brown, P. Veeraraghavan Ramachandran 1

2 New Developments in Chiral Ruthenium (II) Catalysts for Asymmetric Hydrogenation and Synthetic Applications / Jean Pierre Genet 31

3 Tartrate-Derived Ligands for the Enantioselective LiAlH[subscript 4] Reduction of Ketones: A Comparison of TADDOLates and BINOLates / Albert K. Beck, Robert Dahinden, Florian N. M. Kuhnle 52

4 Electrophilic Assistance in the Reduction of Six-Membered Cyclic Ketones by Alumino- and Borohydrides / Jacqueline Seyden-Penne 70

5 Recent Advances in Asymmetric Reductions with B-Chlorodiisopinocampheylborane / P. Veeraraghavan Ramachandran, Herbert C. Brown 84

6 The Practical Enantioselective Reduction of Prochiral Ketones / Anthony O. King, David J. Mathre, David M. Tschaen, Ichiro Shinkai 98

7 Diphenyloxazaborolidine for Enantioselective Reduction of Ketones / George J. Quallich, James F. Blake, Teresa M. Woodall 112

8 Diastereo- and Enantioselective Hydride Reductions of Ketone Phosphinyl Imines to Phosphinyl Amines: Synthesis of Protected Amines and Amino Acids / Robert O. Hutchins, Qi-Cong Zhu, Jeffrey Adams, Samala J. Rao, Enis Oskay, Ahmed F. Abdel-Magid, MaryGail K. Hutchins 127

9 Remote Acyclic Diastereocontrol in Hydride Reductions of 1,n-Hydroxy Ketones / Bruce E. Maryanoff, Han-Cheng Zhang, Michael J. Costanzo, Bruce D. Harris, Cynthia A. Maryanoff 138

10 Synthesis, Characterization, and Synthetic Utility of Lithium Aminoborohydrides: A New Class of Powerful, Selective, Air-Stable Reducing Agents / Gayane Godjoian, Gary B. Fisher, Christian T. Goralski, Bakthan Singaram 153

11 Sodium Borohydride and Carboxylic Acids: A Novel Reagent Combination / Gordon W. Gribble 167

12 Use of Sodium Triacetoxyborohydride in Reductive Amination of Ketones and Aldehydes / Ahmed F. Abdel-Magid, Cynthia A. Maryanoff 201

Author Index 219

Affiliation Index 219

Subject Index 219

Description x, 228 pages : illustrations ; 24 cm

Series ACS symposium series, 0097-6156 ; 641

ACS symposium series ; 641

Note Includes bibliographical references and indexes

Contents Sixty years of hydride reductions / Herbert C. Brown and P. Veeraraghavan Ramachandran -- New developments in chiral ruthenium (II) catalysts for asymmetric hydrogenation and synthetic applications / Jean Pierre Genet -- Tartrate-derived ligands for the enantioselective LiAlH₄ reduction of ketones : a comparison of TADDOLates and BINOLates / Albert K. Beck, Robert Dahinden, and Florian N.M. Kühnle -- Electrophilic assistance in the reduction of six-membered cyclic ketones by alumino- and borohydrides / Jacqueline Seyden-Penne -- Recent advances in asymmetric reductions with B-chlorodiisopinocampheylborane / P. Veeraraghavan Ramachandran and Herbert C. Brown -- The practical enantioselective reduction of prochiral ketones / Anthony O. King [and others] -- Diphenyloxazaborolidine for enantioselective reduction of ketones / George J. Quallich, James F. Blake, and Teresa M. Woodall -- Diastereo- and enantioselective hydride reductions of ketone phosphinyl imines to phosphinyl amines : synthesis of protected amines and amino acids / Robert O. Hutchins [and others] -- Remote acyclic diastereocontrol in hydride reductions of 1,n-hydroxy ketones / Bruce E. Maryanoff [and others] -- Synthesis, characterization, and synthetic utility of lithium aminoborohydrides : a new class of powerful, selective, air-stable reducing agents / Gayane Godjoian [and others] -- Sodium borohydride and carboxylic acids : a novel reagent combination / Gordon W. Gribble -- Use of sodium triacetoxyborohydride in reductive amination of ketones and aldehydes / Ahmed F. Abdel-Magid and Cynthia A. Maryanoff

Subjects Reduction (Chemistry) -- Congresses

Organic compounds -- Synthesis -- Congresses

Alt Name Abdel-Magid, Ahmed F., 1947- https://id.oclc.org/worldcat/entity/E39PCjvmy4HxJM8MqYHBCMRcbm

American Chemical Society. Division of Organic Chemistry

American Chemical Society. Meeting (210th : 1995 : Chicago, Ill.)

Link Online version: Reductions in organic synthesis. Washington, DC : American Chemical Society, ©1996 (OCoLC)625296971

LC NO QD281.R4 R43 1996

Nal No QD1.A45 no.641

Dewey No 547/.23 20

OCLC # 34958783

ISBN 0841233810

9780841233812

Isn/Std # (OCoLC)34958783

LCCN 96026217

	Preface
1	Sixty Years of Hydride Reductions / Herbert C. Brown, P. Veeraraghavan Ramachandran	1
2	New Developments in Chiral Ruthenium (II) Catalysts for Asymmetric Hydrogenation and Synthetic Applications / Jean Pierre Genet	31
3	Tartrate-Derived Ligands for the Enantioselective LiAlH[subscript 4] Reduction of Ketones: A Comparison of TADDOLates and BINOLates / Albert K. Beck, Robert Dahinden, Florian N. M. Kuhnle	52
4	Electrophilic Assistance in the Reduction of Six-Membered Cyclic Ketones by Alumino- and Borohydrides / Jacqueline Seyden-Penne	70
5	Recent Advances in Asymmetric Reductions with B-Chlorodiisopinocampheylborane / P. Veeraraghavan Ramachandran, Herbert C. Brown	84
6	The Practical Enantioselective Reduction of Prochiral Ketones / Anthony O. King, David J. Mathre, David M. Tschaen, Ichiro Shinkai	98
7	Diphenyloxazaborolidine for Enantioselective Reduction of Ketones / George J. Quallich, James F. Blake, Teresa M. Woodall	112
8	Diastereo- and Enantioselective Hydride Reductions of Ketone Phosphinyl Imines to Phosphinyl Amines: Synthesis of Protected Amines and Amino Acids / Robert O. Hutchins, Qi-Cong Zhu, Jeffrey Adams, Samala J. Rao, Enis Oskay, Ahmed F. Abdel-Magid, MaryGail K. Hutchins	127
9	Remote Acyclic Diastereocontrol in Hydride Reductions of 1,n-Hydroxy Ketones / Bruce E. Maryanoff, Han-Cheng Zhang, Michael J. Costanzo, Bruce D. Harris, Cynthia A. Maryanoff	138
10	Synthesis, Characterization, and Synthetic Utility of Lithium Aminoborohydrides: A New Class of Powerful, Selective, Air-Stable Reducing Agents / Gayane Godjoian, Gary B. Fisher, Christian T. Goralski, Bakthan Singaram	153
11	Sodium Borohydride and Carboxylic Acids: A Novel Reagent Combination / Gordon W. Gribble	167
12	Use of Sodium Triacetoxyborohydride in Reductive Amination of Ketones and Aldehydes / Ahmed F. Abdel-Magid, Cynthia A. Maryanoff	201
	Author Index	219
	Affiliation Index	219
	Subject Index	219