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Synthesis of Spirolactones from the Limonene System
Author(s) -
Paruch Edyta,
Ciunik Zbigniew,
Wawrzeńczyk Czesław
Publication year - 1998
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199811)1998:11<2677::aid-ejoc2677>3.0.co;2-p
Subject(s) - chemistry , limonene , enantiomer , claisen rearrangement , organic chemistry , stereochemistry , chromatography , essential oil
Four enantiomeric pairs of spirolactones were obtained in a four step synthesis from (+) and (−) limonene. The Claisen rearrangement and iodolactonization were the key steps of the syntheses presented. The structures of products were confirmed by X‐ray crystallography of 11 , 18b , and 19 .