| Autor: |
Aïssa, Christophe, Ho, Kelvin Y. T., Tetlow, Daniel J., Pin ‐ Nó, María |
| Předmět: |
|
| Zdroj: |
Angewandte Chemie; Apr2014, Vol. 126 Issue 16, p4293-4296, 4p |
| Abstrakt: |
The use of α,ω-dienes as functionalization reagents for olefinic carbon-hydrogen bonds has been rarely studied. Reported herein is the rhodium(I)-catalyzed rearrangement of prochiral 1,6-heptadienes into [2,2,1]-cycloheptane derivatives with concomitant creation of at least three stereogenic centers and complete diastereocontrol. Deuterium-labeling studies and the isolation of a key intermediate are consistent with a group-directed CH bond activation, followed by two consecutive migratory insertions, with only the latter step being diastereoselective. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
|
