Methods and Applications of Cycloaddition Reactions in Organic Syntheses (eBook, ePUB)

Redaktion: Nishiwaki, Nagatoshi

• Format: ePub

Produktbeschreibung

Advanced tools for developing new functional materials and applications in chemical research, pharmaceuticals, and materials science

Cycloadditions are among the most useful tools for organic chemists, enabling them to build carbocyclic and heterocyclic structures. These structures can then be used to develop a broad range of functional materials, including pharmaceuticals, agrochemicals, dyes, and optics. With contributions from an international team of leading experts and pioneers in cycloaddition chemistry, this book brings together and reviews recent advances, trends, and emerging research in the field.

Methods and Applications of Cycloaddition Reactions in Organic Syntheses focuses on two component cycloadditions, with chapters covering such topics as:

• N₁ unit transfer reaction to C-C double bonds
• [3+2] Cycloaddition of a, ß-unsaturated metal-carbene complexes
• Formal [3+3] cycloaddition approach to natural product synthesis
• Development of new methods for the construction of heterocycles based on cycloaddition reaction of 1,3-dipoles
• Cycloreversion approach for preparation of large p-conjugated compounds
• Transition metal-catalyzed or mediated [5+1] cycloadditions

Readers will learn methods for seamlessly executing important reactions such as Diels-Alder and stereoselective dipolar reactions in order to fabricate heterocyclic compounds, natural products, and functional molecules. The book not only features cutting-edge topics, but also important background information, such as the contributors' process for developing new methodologies, to help novices become fully adept in the field. References at the end of each chapter lead to original research papers and reviews for facilitating further investigation of individual topics.

Covering the state of the science and technology, Methods and Applications of Cycloaddition Reactions in Organic Syntheses enables synthetic organic chemists to advance their research and develop new functional materials and applications in chemical research, pharmaceuticals, and materials science.

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Produktdetails

• Verlag: John Wiley & Sons
• Erscheinungstermin: 17. Dezember 2013
• Englisch
• ISBN-13: 9781118778203
• Artikelnr.: 40286879

Autorenporträt

NAGATOSHI NISHIWAKI, PhD, is Professor of Chemistry at Kochi University of Technology, Japan. Dr. Nishiwaki has published over ninety scientific papers, twenty reviews and book chapters, and ten papers in chemical education. In addition, he has presented his research results at many scientific conferences.

Inhaltsangabe

PREFACE ix
CONTRIBUTORS xi
PART I [2+1] CYCLOADDITION
1 [2+1]-TYPE CYCLOPROPANATION REACTIONS 1
Akio Kamimura
2 N1 UNIT TRANSFER REACTION TO C__C DOUBLE BONDS 67
Satoshi Minakata, Youhei Takeda, and Kensuke Kiyokawa
PART II [2+2] CYCLOADDITION
3 LEWIS BASE CATALYZED ASYMMETRIC FORMAL [2þ2] CYCLOADDITIONS 89
Andrew D. Smith, James Douglas, Louis C. Morrill, and Edward Richmond
PART III [2+2] AND [4+2]/[2+2] CYCLOADDITION
4 CATALYTIC [2þ2] CYCLOADDITION OF SILYL ENOL ETHERS 115
Yosuke Yamaoka and Kiyosei Takasu
PART IV [3+2] CYCLOADDITION
5 [3þ2] CYCLOADDITION OF a,b-UNSATURATED METAL-CARBENE COMPLEXES 135
Ryukichi Takagi and Manabu Abe
6 GEOMETRY-CONTROLLED CYCLOADDITION OF C-ALKOXYCARBONYL NITRONES: SYNTHETIC
STUDIES ON NONPROTEINOGENIC AMINO ACIDS 151
Osamu Tamura
7 RECENT ADVANCES IN CATALYTIC ASYMMETRIC 1,3-DIPOLAR CYCLOADDITIONS OF
AZOMETHINE IMINES, NITRILE OXIDES, DIAZOALKANES, AND CARBONYL YLIDES 175
Hiroyuki Suga and Kennosuke Itoh
8 CONDENSATION OF PRIMARY NITRO COMPOUNDS TO ISOXAZOLE DERIVATIVES:
STOICHIOMETRIC TO CATALYTIC 205
Francesco De Sarlo and Fabrizio Machetti
9 CARBAMOYLNITRILE OXIDE AND INVERSE ELECTRON-DEMAND 1,3-DIPOLAR
CYCLOADDITION 223
Nagatoshi Nishiwaki and Haruyasu Asahara
PART V [3+2], [3+3], AND [4+2] CYCLOADDITION
10 CYCLOADDITION REACTIONS OF SMALL RINGS 241
Steven D. R. Christie and Hayley T. A. Watson
PART VI [3+2] AND [5+1] CYCLOADDITION
11 DEVELOPMENT OF NEW METHODS FOR THE CONSTRUCTION OF HETEROCYCLES BASED ON
CYCLOADDITION REACTION OF 1,3-DIPOLES 263
Yutaka Ukaji and Takahiro Soeta
PART VII [3+3] CYCLOADDITION
12 A FORMAL [3þ3] CYCLOADDITION APPROACH TO NATURAL PRODUCT SYNTHESIS 283
Jun Deng, Xiao-Na Wang, and Richard P. Hsung
PART VIII [4+2] CYCLOADDITION
13 [4þ2] CYCLOADDITION CHEMISTRY OF SUBSTITUTED FURANS 355
Scott Bur and Albert Padwa
14 SYNTHESIS OF SUBSTITUTED OLIGOACENES VIA DIELS-ALDER REACTIONS AND
SUBSTITUENT EFFECTS ON MOLECULAR STRUCTURE, PACKING ARRANGEMENT, AND
SOLID-STATE OPTICAL PROPERTIES 407
Chitoshi Kitamura
15 CYCLOREVERSION APPROACH FOR PREPARATION OF LARGE p-CONJUGATED COMPOUNDS
429
Hidemitsu Uno
PART IX [4+2]/[3+2] CYCLOADDITION
16 TANDEM [4þ2]/[3þ2] CYCLOADDITIONS 471
Ramil Y. Baiazitov and Scott E. Denmark
PART X [5+1] CYCLOADDITION
17 TRANSITION METAL-CATALYZED OR -MEDIATED [5þ1] CYCLOADDITIONS 551
Xu-Fei Fu and Zhi-Xiang Yu
PART XI [4+3] CYCLOADDITION
18 [4þ3] CYCLOADDITIONS OF ENOLSILANE DERIVATIVES 565
Sarah Y. Y. Lam and Pauline Chiu
19 APPLICATION OF THE [4þ3] CYCLOADDITION REACTION TO THE SYNTHESIS OF
NATURAL PRODUCTS 599
Darin E. Jones and Michael Harmata
PART XII [5+2] CYCLOADDITION
20 RECENT DEVELOPMENTS IN THE [5þ2] CYCLOADDITION 631
Hervé Clavier and Hélène Pellissier
INDEX 655