Simple synthetic protocol for the preparation of enantiomeric 3-oxabicyclo[3.3.0]oct-6-en-2-ones

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• 作者：Airat M. Gimazetdinov ; Nikolay S. Vostrikov ; Mansur S. Miftakhov
• 关键词：Anxiety disorder ; Painful physical symptoms ; Work loss days ; Help-seeking
• 刊名：Tetrahedron: Asymmetry
• 出版年：2008
• 出版时间：16 May 2008
• 年：2008
• 卷：19
• 期：9
• 页码：1094-1099
• 全文大小：150 K

文摘

Diastereomeric amides produced via the decomposition of easily available (±)-7,7-dichlorobicyclo[3.2.0]hept-2-en-6-one by treatment with (+)- or (−)--methylbenzylamines were transformed into bicyclic lactam-aminals, which can easily be separated using the column chromatography on SiO₂. The latter products lead to enantiomeric 3-oxabicyclo[3.3.0]oct-6-en-2-ones after the removal of the chiral auxiliary.