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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
A short synthesis of 10-hydroxy 7-spirocyclopropanated camphor
1State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.
Abstract:
[Chemical reaction: see text] A short alternative synthesis of the title 10-hydroxy 7-spirocyclopropanated camphor (4) en route to 10-hydroxycamphor (5) was achieved from cyclopentadiene-derived 4-benzyloxymethylspiro[2.4]hepta-4,6-diene (6a) by a facile regioselective Diels-Alder cycloaddition with 2-chloroacrylonitrile in an overall yield of 20%.
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