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A Concise Diastereoselective Photochemical Synthesis of 3‐Hydroxyfuran‐2(3 H )‐ones
Author(s) -
Bondock Samir
Publication year - 2012
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.810
Subject(s) - chemistry , allylic rearrangement , ring (chemistry) , alkyl , medicinal chemistry , stereochemistry , organic chemistry , catalysis
The photocycloaddition of alkyl phenylglyoxylates to allylic alcohols leads to oxetanes 3a–h with high to moderate (2R∗,4R∗)‐diastereoselectivity that can be easily ring‐opened to give 3‐hydroxyfuran‐2(3H)‐ones 4a–b .