Aldehydes use: Prins cyclization as a useful tool for formation of dihydropyranic and tetrahydropyranic structures.
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F20%3A43920602" target="_blank" >RIV/60461373:22310/20:43920602 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Alternative languages
Result language
angličtina
Original language name
Aldehydes use: Prins cyclization as a useful tool for formation of dihydropyranic and tetrahydropyranic structures.
Original language description
Dihydropyranic or tetrahydropyranic cycles occur in the structure of many biologically active compounds. The simplest and the most commonly used method of preparing such compounds is the so-called Prins cyclization. Prins cyclization is the reaction of an aldehyde with a homoallylic alcohol in the presence of an acid catalyst. Various catalysts were used and described for this particular reaction, and mentions of all types of acid catalysts may be found. Strong Lewis acid are the most often used, especially boron trifluoride etherate (other used Lewis acids are, e.g., metal triflates, iodine, and others). From Brønsted acids especially acids containing sulfuric group (e.g., sulfuric acid, p toluenesulfonic acid, Amberlyst 15, etc.) are described. Heterogenized homogeneous acids are also used in Prins cyclization using advantages of both arrangements – high and defined selectivity, simple separation from the reaction mixture and possible reuse. The use of solid acids (e.g., zeolites, clays, metal oxides) is also possible, but the mechanism is more complicated in this case because both acid types participate in the reaction. This chapter offers an overview of the influence of different acids types on the reaction course and selectivity of Prins cyclization of chosen aldehydes and homoallylic alcohols.
Czech name
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Czech description
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Classification
Type
C - Chapter in a specialist book
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/LO1613" target="_blank" >LO1613: Future materials</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Book/collection name
Advances in Chemistry Research. Volume 63
ISBN
978-1-5361-8301-6
Number of pages of the result
56
Pages from-to
131-174
Number of pages of the book
245
Publisher name
Nova Science Publishers, Inc.
Place of publication
New York
UT code for WoS chapter
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