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Stereoselective Synthesis: Workbench Edition

- Houben-weyl, Methods of Organic Chemistry

Volume E21a-E21f ) 6 Volumes)


By J. Houben, Theodor Weyl



Description





  • Publisher: Thieme Medical Publishers



  • [*]Number Of Pages: 6990


    [*]Publication Date: 1997-01
    [*]
    Binding: Hardcover​


English-language volumes) 6 )

Editors

G. Helmchen, Heidelberg, Germany
R. W. Hoffmann, Marburg, Germany
J. Mulzer, Frankfurt, Germany
E. Schaumann, Clausthal-Zellerfeld, Germany

The development of stereoselective methods of organic synthesis has been the major aim of research in organic chemistry for over a decade, both in academia and in industry. This central field of chemistry has now reached a stage of maturity such that a comprehensive, critical survey is called for. At last, Stereoselective Synthesis provides just that - a six-volume set of almost 7000 pages that evaluates the entire literature of stereoselective chemistry.
The principal part of the work is concerned with methods for stereoselective bond formation. Following the general introductory chapters covering principles, nomenclature, separation, and analysis, the chapters on individual synthetic methods are organized by the type of bond that is broken or formed. Common chiral auxiliaries, solvents, reagents, and catalysts are also covered comprehensively.

Volume E 21a

Part A. General Aspects

Nomenclature and Vocabulary of
Organic Stereochemistry,
G. Helmchen

Basic Principles of EPC Synthesis,
J. Mulzer

Determination of Enantiomeric
Purity

Direct Methods, V. Schurig

Formation of Diastereomers,
W. Lindner, G. Uray

Determination of Absolute and
Relative Configuration

. Nuclear Magnetic Resonance
Methods )Relative Configuration),
H. Duddeck


x ray

and Neutron Diffraction
Methods, G. Maas

. Chemical Methods, P. Welzel

Chiroptical Methods, J. Gawronski


Part B. Synthesis of Axially Chiral
Compounds


Allenes, C. J. Elsevier


Biaryls, G. Bringmann, R. Walter,
R. Weirich

Part C

Synthesis of Chiral Compounds by Bond
Disconnection, H.-J. Gais

Part D

Synthesis of Chiral Compounds by Bond
Formation


Formation of C—C Bonds

Alkylation Reactions

Chiral Nucleophiles, H. Ahlbrecht,

T. Norin, G. Fráter, H.-E. Högberg,

L.S. Liebeskind, J.S. McCallum,

P. Fey, W. Hartwig, G. Solladié


Chiral Electrophiles, D.S. Matteson,
P. Duhamel


Chiral Additives, J.M. Brown

Insertion into C—H Bonds, D.F. Taber

Volume E 21b


.( Addition to Carbonyl Groups (C=O)


Sigma-Type Organometallic Compounds,
R.M. Devant, H.-E. Radunz


Benzyl-Type Organometallic
Compounds, D. Hoppe

Allyl-Type Organometallic Compounds,
D. Hoppe, W.R. Roush,
E.J. Thomas

Enolates, M. Braun, L.S. Liebeskind,
J.S. McCallum, W.-D. Fessner


Azaenolates or Nitronates, P. Fey,
W. Hartwig

Metalated Sulfoxides or Sulfoximides,
G. Solladié

Enzyme-Catalyzed Hydrocyanation,
F. Effenberger, T. Ziegler

( Addition to Imino Groups) (C=N)

Sigma-Type Organometallic Compounds,
N. Risch, M. Arend

Allylic and Allenic Organometallic
Compounds, N. Risch, M. Arend

Enolates and Related Compounds,
N. Risch, M. Arend


Strecker and Ugi Reactions, H. Kunz


N-Acyliminium Ion Additions,
W.N. Speckamp, H. de Koning

Reactions Involving Olefinic Double
Bonds

Vinylogous Substitution Reactions,
Y. Yamamoto


Addition to Alpha,Beta-Unsaturated
Carbonyl Compounds (Michael-Type
(Additions,
Y. Yamamoto, S.G. Pyne,
D. Schinzer, B.L. Feringa,
J.F.G.A. Jansen

Addition to Olefinic Double Bonds;

Enimines, Nitroalkenes, 4,5-Dihydrooxazoles,
Alpha,Beta-Unsaturated
Sulfones, Sulfoxides and
Sulfoximines, S.G. Pyne


Volume E 21c

. Addition of Free Radicals, B. Giese,
T. Göbel, B. Kopping, H. Zipse

. Addition of Carbenium Ions to
Olefinic Double Bonds and Allylic
Systems, U. Nubbemeyer

Allylic Substitutions Catalyzed by

Transition
Complexes,

P. Metz, T. Lübbers



. Hydroboration of Olefinic Double

Bonds, M. Zaidlewicz





Addition to Olefinic Double Bonds

Catalyzed by Transition Metals,
P. Eilbracht





Pericyclic Reactions



Cycloadditions, J. Jurczak, T. Bauer,

C. Chapuis, D. Craig, M. Cinquini,
F. Cozzi, W. , P. Binger, D. Fox,
B.B. Snider, J. Mattay, R. Conrads,
H.-U. Reißig





Ene Reaction, J.K. Whitesell



Volume E 21d




. Sigmatropic Rearrangements and



Electrocyclic Reactions, H. Frauenrath,

J. Kallmerten, J.M. Takacs,
L. Pelter





.Formation of C—H Bonds




Protonation of Organometallic



Compounds, Enolates and

Nitronates, S. Hünig






Radical Reactions, B. Giese,

A. Ghosez, T. Göbel, H. Zipse





Reduction of Carbonyl Groups

(C=O)





. Hydrogenation, H. Brunner



Reduction with Metals, H.M.R. Hoffmann,

A.M. El Khawaga





Reduction with Metal Hydrides,

A.P. Davis, M.M. Midland, L.A. Morell





Hydrosilylation and Subsequent

Hydrolysis, A.P. Davis, H. Brunner





. Reduction with C—H Hydride

Donors, M.M. Midland, L.A. Morell,
K. Krohn





-Catalyzed and Biomimetic

Reductions, M. Gottwald





.( Reduction of Imino Groups (C=N),

J. Martens





Reduction of Olefinic Double Bonds



Hydrogenation, U. Kazmaier,

J.M. Brown, A. Pfaltz, P.K. Matzinger,
H.G.W. Leuenberger





Hydroboration and Hydroalumination,

M. Zaidlewicz





Sigmatropic Rearrangements,

D. Hasselmann





Formation of C—Hal Bonds,

R. Bohlmann






Volume E 21e





Formation of C—O Bonds



Oxygenation of Enolates, F.A. Davis,

B.-C. Chen





Hydroboration of Olefinic Double

Bonds Followed by Oxidation,
M. Zaidlewicz





Hydrosilylation of Olefinic Double

Bonds Followed by Oxidation,
A.P. Davis





-Dihydroxylation of Olefinic Double

Bonds, C. Scolastico, G. Poli





. Epoxidation of Olefinic Double

Bonds, R. Schwesinger, J. Willaredt,
T. Bauer, A.C. Oehlschlager





Cyclization onto Olefinic Double

Bonds Forming Lactones and Ethers,
G. Cardillo, M. Orena, D. Savoia





Conjugate Addition of O-Nucleophiles,

A. Berkessel





Microbial Insertion of Oxygen into

C—H Bonds, K. Petzoldt





Allylic Oxidation with Singlet

Molecular Oxygen, A.G. Griesbeck,
W. Adam





. Allylic Oxidation with Selenium

Dioxide, W.-D. Woggon





. Sigmatropic Rearrangements,

K. Ritter





Formation of C—S Bonds, M. Mikolajczyk,

J. Drabowicz, P. Kielbasinski





Formation of C—Se or C—Te Bonds,

M. Mikolajczyk, J. Drabowicz,
P. Kielbasinski





.

Formation of C—N Bonds





Electrophilic Amination, G. Boche



. Addition to Olefinic Double Bonds,

G. Cardillo, M. Orena, D. Savoia





. Conjugate Addition of N-Nucleophiles,

K. Drauz, M. Schäfer,
M. Schwarm





. Allylic Substitution Catalyzed by

Palladium Complexes, P. Metz





Allylic Amination, J.K. Whitesell



. Sigmatropic Rearrangements,

K. Ritter





Formation of C—P Bonds,

M. Mikolajczyk, J. Drabowicz,
P. Kielbasinski





. Formation of C—Si Bonds,

M. Mikolajczyk, J. Drabowicz,
P. Kielbasinski





Formation of C—Sn Bonds,

M. Mikolajczyk, J. Drabowicz,
P. Kielbasinski





Volume E 21f



Appendix Survey of Chiral Auxiliaries,

Solvents, Reagents and Catalysts,
R. Herrmann
Author Index
Subject Index



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