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Diels–Alder reactions and transformations of 2-cyclopenten-1-one with a chiral anthracene template
- Source :
-
Tetrahedron: Asymmetry . Sep2011, Vol. 22 Issue 16/17, p1620-1625. 6p. - Publication Year :
- 2011
-
Abstract
- Abstract: Excellent regio- and diastereoselectivity were achieved in the microwave assisted Diels–Alder reaction between (S)-9-(1-methoxyethyl) anthracene and 2-cyclopenten-1-one. The addition of Grignard reagents to the ketone cycloadduct gave poor levels of diastereoselectivity, however, the reduction was significantly more stereoselective. Flash vacuum pyrolysis of the reduced material furnished the corresponding allylic alcohol in good yield and ee. [Copyright &y& Elsevier]
Details
- Language :
- English
- ISSN :
- 09574166
- Volume :
- 22
- Issue :
- 16/17
- Database :
- Academic Search Index
- Journal :
- Tetrahedron: Asymmetry
- Publication Type :
- Academic Journal
- Accession number :
- 67247687
- Full Text :
- https://doi.org/10.1016/j.tetasy.2011.09.002