Abstract
7-Substituted bicyclo[3.2.0]hept-2-en-6-one derivatives were identified as intermediates towards biologically interesting compounds. An improved synthesis of 7-alkyl-7-bromobicyclo[3.2.0]hept-2-en-6-ones by palladium- catalysed [π2a+π2s] cycloaddition of α-bromoalkyl ketenes to cyclopentadiene is described. Increased yields and increasing exo alkyl cycloadducts were observed with various palladium catalysts under standard dehydrochlorination conditions. (C) 2000 Elsevier Science Ltd.
Original language | English (US) |
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Pages (from-to) | 3739-3742 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 41 |
Issue number | 19 |
DOIs | |
State | Published - May 6 2000 |
Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry
Keywords
- Bicyclic aliphatic compounds
- Cycloadditions
- Ketenes
- Palladium