Research output: Contribution to journal › Article › peer-review
Ketonitrones containing two ester groups react regio- and stereoselectively with 1,3-diarylpropenones to form isoxazolidines with ester groups at position 3 of the ring. The action of zinc in acetic acid on these isoxazolidines causes opening of the ring with the formation of 3-amino alcohols, the subsequent cyclization of which leads to polysubstituted lactones. Reduction of the benzoyl group of isoxazolidine with sodium borohydride leads, as a result of subsequent transformations, to the formation of substituted 1,3,4-triaryl-6-oxodihydro-1H,3H-furo[3,4-c]isoxazole-6a(6H)-carboxylates as single diastereomers.
Translated title of the contribution | Циклоприсоединение нитронов к 1,3-диарилпропенонам и последующие превращения образующихся изоксазолидинов |
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Original language | English |
Pages (from-to) | 1193-1201 |
Number of pages | 9 |
Journal | Chemistry of Heterocyclic Compounds |
Volume | 56 |
Issue number | 9 |
Early online date | 19 Oct 2020 |
DOIs | |
State | Published - 19 Oct 2020 |
ID: 70435144