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A Short Synthesis of 10-Hydroxy 7-Spirocyclopropanated Camphor

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posted on 2005-09-30, 00:00 authored by Yu-Rong Yang, Wei-Dong Z. Li
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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