Advances in Heterocyclic Chemistry, Vol. 94 by Alan R. Katritzky (ed.) PDF

By Alan R. Katritzky (ed.)

ISBN-10: 0123739632

ISBN-13: 9780123739636

Written by means of confirmed professionals within the box, the great experiences mix descriptive chemistry and mechanistic perception and yield an realizing of ways the chemistry drives the houses. quantity ninety four of Advances in Heterocyclic Chemistry commences with a overview of cascade reactions on heterocyclic synthesis. The bankruptcy provides a desirable array of complicated sequences which offer effective routes to a large choice of heterocyclic structures. the second one bankruptcy is the 12th within the sequence at the natural chemistry of heterocyclic ligands in metal complexes. the current contribution offers with the chemistry of polypyridine ligands in organomanganese and organorhenium complexes. Its present significance will be measured via the truth that, of the approximately seven-hundred references, nearly part date from the final 10 years. training of aminoisoxazoles and their application within the synthesis of condensed platforms also are coated. within the ultimate bankruptcy, isothiazolium salts and their use in synthesis are reviewed. Many condensed S,N-heterocyclic platforms are defined during this, the 1st evaluate devoted to this topic.
* up to date ends up in the topic which maintains to realize value and expand
* Makes to be had to graduate scholars and learn employees in educational and business laboratories the most recent experiences on big choice of heterocyclic topics
* The sequence types a truly immense database overlaying large components of heterocyclic chemistry

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Extra resources for Advances in Heterocyclic Chemistry, Vol. 94

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The Pinacol rearrangement of 349 then afforded tetrahydrofuran 350 in 79% yield. This compound was employed for the construction of several natural products, including sclerophytin A (01OL135). K. BUR AND A. PADWA 46 O Me H OH + HO BF3 • OEt2 MgSO4 [Sec. A OH TMS O CH2Cl2 OTIPS OTIPS TMS 346 HO 347 H H HO H H 348 H H CHO H O O OH sclerophytin A OTIPS TMS OH TMS O OTIPS 350 349 Scheme 65 D. OTHER CATIONIC CYCLIZATIONS A tandem Wagner–Merwein rearrangement/carbocation cyclization was used to synthesize several fenchone-derived systems (97TL2159).

Other aryl groups, such as those containing a p-Me or a p-Cl substituent, also participated in this reaction, as did the unsubstituted analog (67–80% yield). Chromene 338 could be converted into the core structure of the radulanins by treatment with m-CPBA, which gave sulfoxide 339 in 70% yield. Thermolysis of 339 in toluene resulted in the elimination of PhSOH producing 340 in 83% yield. Further exposure of 340 to m-CPBA induced a ring contraction reaction. This reaction presumably proceeds through the intermediacy of epoxide 341 and provides 342 whose carbon skeleton is found in the radulanin family of natural products.

Other aryl groups, such as those containing a p-Me or a p-Cl substituent, also participated in this reaction, as did the unsubstituted analog (67–80% yield). Chromene 338 could be converted into the core structure of the radulanins by treatment with m-CPBA, which gave sulfoxide 339 in 70% yield. Thermolysis of 339 in toluene resulted in the elimination of PhSOH producing 340 in 83% yield. Further exposure of 340 to m-CPBA induced a ring contraction reaction. This reaction presumably proceeds through the intermediacy of epoxide 341 and provides 342 whose carbon skeleton is found in the radulanin family of natural products.

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Advances in Heterocyclic Chemistry, Vol. 94 by Alan R. Katritzky (ed.)


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