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Cyclopentenes and Cyclopentanes. II. Synthesis from Isophorone 1

✍ Scribed by SLOMP, GEORGE; INATOME, MASAHIRO; BOWERS, C. E.; DERFER, J. M.; GREENLEE, K. W.; BOORD, C. E.

Book ID: 118240241
Publisher: American Chemical Society
Year: 1960
Tongue: English
Weight: 725 KB
Volume: 25
Category: Article
ISSN: 0022-3263
DOI: 10.1021/jo01074a008

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The synthesis of a large variety of enantiomerically pure substituted reactive cyclopentenes **16, 23, 24** and **28** have been synthesized from the readily available (−)‐quinic acid **1**. The straightforward strategy involves a high‐yielding intramolecular aldolization‐dehydration of acyclic 1,6‐