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Aldehydes Switch Regioselectivity: a Prins Cyclization Strategy for the Synthesis of Indoline‐fused THFs and Indole‐fused Oxepanes
We have identified a switchable Prins cyclization process to form indoline‐fused tetrahydrofurans and indole‐fused oxepanes by applying different types of aldehydes under two sets of optimized conditions. Significantly, a novel Prins reaction mechanism involving an oxonium‐mediated rearrangement in...
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Published in: | Advanced synthesis & catalysis 2020-07, Vol.362 (13), p.2620-2625 |
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Main Authors: | , , , , , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | We have identified a switchable Prins cyclization process to form indoline‐fused tetrahydrofurans and indole‐fused oxepanes by applying different types of aldehydes under two sets of optimized conditions. Significantly, a novel Prins reaction mechanism involving an oxonium‐mediated rearrangement in the formation of five‐membered cyclic ethers is realized for the first time. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.202000100 |