Download Silicon-Mediated Transformations of Functional Groups by Helmut Vorbrueggen PDF

By Helmut Vorbrueggen

Within the first paintings to comprehensively hide this all-important subject, the famous specialist Helmut Vorbrggen offers either natural and bioorganic chemists with a lot new and helpful details for preparative synthesis.
even if each natural chemist might be acquainted with assorted features of silylation for the safety of useful teams, this publication covers the concept that of security whereas concurrently silylating-activating quite a few practical teams, resembling amides and ureas. This novel method opens hence various man made pathways
whereas effecting the removing of water in it unstable persilylated shape less than fairly gentle response stipulations, that are usually effective in comparison to traditional methods.
The compact shape and transparent constitution of this monograph make this a long-awaited prepared reference.

From the contents:

* innovations of Preparative Silylations-Desilylations
* coaching and homes of Siliconoxy-Leaving Groups
* Reactions of unfastened and Derivatized Carboxylic Acids and Carbon Dioxide
* Reactions of Aldehydes and Ketones
* Reactions of Alcohols, Ethers and Epoxides
* response of N-O Systems
* Reactions of S-O and Se-O Systems
* Cyclizations and Ring Enlargements
* Base and Acid-Catalyzed in addition to Thermal Eliminations of Trimethylsilanol. Peterson Reactions
* Formation of Carbon-Phosphorous Double- and Triple Bonds
* discounts and Oxidations
* Dehydration-Activation in addition to Silylation of Inorganic and natural Salts and Metalorganic Compounds
* Formation of PolymersContent:
Chapter 1 advent (pages 1–5):
Chapter 2 recommendations for Preparative Silylations–Desilylations (pages 7–26):
Chapter three practise and homes of Silyloxy Leaving teams (pages 27–37):
Chapter four Reactions of loose and Derivatized Carboxylic Acids and Carbon Dioxide (pages 39–82):
Chapter five Reactions of Aldehydes and Ketones (pages 83–134):
Chapter 6 Reactions of Alcohols, Esters, Silyl Ethers, Epoxides, and Haloalkanes (pages 135–146):
Chapter 7 Reactions of N–O structures (pages 147–188):
Chapter eight Reactions of S–O and Se–O platforms (pages 189–215):
Chapter nine Cyclizations and Ring Enlargements (pages 217–240):
Chapter 10 Base?Catalyzed, Acid?Catalyzed and Thermal Eliminations of Trimethylsilanol. Peterson Reactions (pages 241–252):
Chapter eleven Formation of Carbon–Phosphorus Double Bonds (pages 253–259):
Chapter 12 discounts and Oxidations (pages 261–303):
Chapter thirteen Dehydration – Halogenation – Activation and Silylation of Inorganic and natural Salts and Metallorganic Compounds (pages 305–325):
Chapter 14 Formation of natural and Inorganic Polymers (pages 327–333):

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Chem. Soc. A 1966, 514 [31] J. C. Baldwin, M. F. Lappert, J. P. Pedley, J. A. Treverton, J. Chem. Soc. A 1967, 1980 [32] E. M. Movsum-zade, M. G. Mamedov, I. A. Shikiev, Zh. Obshch. Khim. 1978, 48, 610; Chem. Abstr. 3 tert-Butyldimethylsilanol 85 a reacts readily with phenylphosphonic acid in hexane to give the silyl ester [34] and adds to azlactone 102 in the presence of DBU to give 103 [35]. 1,4-Addition of triphenylsilanol 104 to the epoxyolefin 105 in the presence of (dba)3Pd2 affords the 1,4-addition product 106 [36].

Chem. 1969, 34, 2766 [8] E. P. Krysin, V. N. Karel’skii, A. A. Antonov, G. E. Rostovskaya, Khim. Prirodn. Soed. 1979, 684; Chem. Abstr. 1981, 94, 175509 [9] P. Y. Reddy, S. Kondo, T. Toru, Y. Ueno, J. Org. Chem. 1997, 62, 2652 [10] F. J. Weiberth, Tetrahedron Lett. 1999, 40, 2895 [11] J. S. Davies, C. H. Hassall, K. H. Hopkins, J. Chem. Soc. Chem. Commun. 1971, 1118 [12] R. Pellagata, A. Itala, M. 7 matography, 98% of the N-benzylamide of l-phenylalanine. Sarcosine or b-alanine afford analogously 80 or 60% of the corresponding N-benzylamides [13].

Chem. Soc. 7). Stable silanetriols such as Me3CSi(OH)3 or 2,4,6-tris(tert-butyl)phenylsilanetriol have also been prepared and reviewed [49]. 4 Preparation, Properties and Reactions of Tetra(alkoxy)-, Tetra(acetoxy)-, Tetra(dialkylamino)-, and Tetrachlorosilanes Tetra(alkoxy)silanes such as tetra(methoxy)silane 58 [50, 64], tetra(ethoxy)silane 59 [50], tetra(acetoxy)silane Si(OAc)4 113 [51], tetra(dimethylamino)silane Si(NMe2)4 114 [52, 53], or tetrakis(1-pyrrolidino)silane 115 [53] are readily prepared from SiCl4 57 and are available in any amounts.

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