Acid Catalysis in Modern Organic Synthesis, 2 Volume Set by Hisashi Yamamoto, Kazuaki Ishihara

By Hisashi Yamamoto, Kazuaki Ishihara

This two-volume set covers all new advancements and, additionally, contains the new idea of mixed Bronsted and Lewis acid catalysis, built via Hisashi Yamamoto himself. the superb editorial staff has prepare an both best crew of professional authors, leading to a real treasure trove of crucial info -- making this a needs to for each chemist operating in natural chemistry and catalysis, in academia in addition to in undefined.

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1 Diels-Aider and Hetero Diels-Aider Reactions Since our group has discovered that BiCh and Bi(OTfh are mild and efficient catalysts for the Diels-Alder reaction, the use of the bismuth salts has known a large application in different synthesis involving the Diels-Alder reaction. 1 Stereoselective Synthesis of Fu ro[2' ,3':5,6] Pyrano [4,3-b] Quinoline A new efficient and stereoselective synthesis of furo[2' ,3' : 5 ,6]pyrano[ 4,3-b ]quinoline derivatives and has been achieved by intramolecular hetero Diels-Alder re­ actions of aldimines generated in situ from aromatic amines and the 0-allyl derivative of the chiral sugar derived aldehyde in acetonitrile in the presence of a catalytic amount (10 mol%) of BiCh .

B) Antoniotti, S . , Dufiach-Clinet, I. (2004) European journal of Or­ ganic Chemistry, 1 6 , 3459-64. J . M. (2005) Organic Letters, 7, 4549- 52. Kricheldorf, H . , Lomadze, N . , Schwarz, G. (2005) Macromolecules, 38, 9085. 1 587 588 1 7 7 Bismuth (Ill) Lewis Acids 126 (a) Drysdale, N . E . polymerization of 127 128 129 130 cyclic ethers using selected metal com­ pound catalysts (1996) PCT Inter­ national Application WO 9613540, Chemical Abstracts, 1 996, 1 2 5 , 5 9 3 8 1 . (b) Drysdale, N .

4 Synthesis of a-Aminon itriles: The Strecker Reaction The method for the synthesis ofo:-aminonitriles through a one-pot three-component coupling of aldehydes, amines, and trimethylsilyl cyanide using a catalytic amount of bismuth ( I I I ) chloride was reported. The reaction was successful using both primary and secondary amines with a variety of aldehydes but not ketones. Moreover, acid-sensitive aldehyde such as furfuraldehyde afforded with high yield (Equation 1 5 ) (3 3e]. (15) 8 1 -91 % 1 1 .

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