Abstract
A Brønsted acid-catalyzed asymmetric Nazarov cyclization of acyclic α-alkoxy dienones has been developed. The reaction offers access to chiral cyclopentenones in a highly enantioselective manner. The reaction is complementary to our previously reported Brønsted acid-catalyzed electrocyclization reactions, which provided differently substituted optically active cyclopentenones with a fused tetrahydropyrane ring in good yields and with excellent enantioselectivities. I've got 5 on it! An enantioselective Brønsted acid-catalyzed Nazarov cyclization of acyclic α-alkoxy dienones that affords optically active cyclopentenones in good yields and excellent enantiomeric excess has been developed.
Original language | English (US) |
---|---|
Pages (from-to) | 2361-2366 |
Number of pages | 6 |
Journal | Chemistry - An Asian Journal |
Volume | 7 |
Issue number | 10 |
DOIs | |
State | Published - Oct 2012 |
Externally published | Yes |
Keywords
- Brønsted acids
- Nazarov reaction
- asymmetric synthesis
- electrocyclizations
- organocatalysis
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry