Abstract
Gas-phase elimination reactions of deuterium labeled 3-methoxycyclohexenes have been investigated. 1,4-Elimination is heavily favored over 1,2-elimination when strong bases such as hydroxide and amide are used. The 1,2-pathway becomes more competitive when weaker bases such as methoxide are employed, and the mechanism shifts from E1 cB to E2.
Original language | English (US) |
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Pages (from-to) | 4077-4080 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 32 |
Issue number | 33 |
DOIs | |
State | Published - Aug 12 1991 |
Bibliographical note
Funding Information:.Acknowl edgement: Support from the National Science Foundation (CHE-8907 198)a nd the donors of the PetroleumR esearchF oundationa rc gratefullya cknowledged.
Keywords
- 3-methoxycyclohexene
- elimination
- flowing afterglow
- gas-phase
- regiochemistry