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Continuous Flow and Microwave‐Assisted Vorbrüggen Glycosylations: Historical Perspective to High‐Throughput Strategies
Author(s) -
Manvar Atul,
Shah Anamik
Publication year - 2014
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201402119
Subject(s) - microreactor , flow chemistry , chemistry , throughput , nanotechnology , continuous flow , glycosylation , microwave chemistry , process engineering , microwave , microwave heating , combinatorial chemistry , biochemical engineering , catalysis , organic chemistry , computer science , microwave irradiation , materials science , telecommunications , biochemistry , engineering , wireless
In recent years organic chemistry has been impacted tremendously by the explosive growth of fashionable, innovative technologies, such as microwave flash heating, continuous micro/flow processes, polymer‐supported reagents/catalysts, and so on. In the repertoire of high‐throughput techniques, microwave‐assisted heating is heavily used in academic laboratories and in industry. The use of continuous flow/microreactors is also no longer academic curiosity but is widely exploited in scale‐up (“scale‐out”) for process intensification in the pharmaceutical as well as the fine chemical industries. Glycosylations via high‐throughput strategies have remained underdeveloped, albeit over a period of nine decades, they have been successfully used to decorate bioactive nucleosides. The coupling between silanolate nucleophiles and the corresponding sugar partners in the presence of a Lewis acid is commonly referred to as the silyl Hilbert—Johnson reaction or Vorbrüggen glycosylation, which is considered one of the most frequently used methods of glycosylation. The aim of this Focus Review is to showcase the remarkable influence of “superheating” generated by high‐speed non‐conventional heating devices, continuous flow/microreactors, or microwaves over classical thermal heating to accomplish efficient Vorbrüggen glycosylations for the resourceful collection of functionalized nucleosides.