171858-58-5Relevant articles and documents
Diastereoselective carbocyclization of 1,6-heptadienes triggered by rhodium-catalyzed activation of an olefinic C-H bond
Aissa, Christophe,Ho, Kelvin Y. T.,Tetlow, Daniel J.,Pin-No, Maria
, p. 4209 - 4212 (2014/05/06)
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 C-H bond activation, followed by two consecutive migratory insertions, with only the latter step being diastereoselective. Folding alkenes: Described is the first example of a rhodium(I)-catalyzed functionalization of an olefinic C-H bond with a 1,6-heptadiene reagent. This carbocyclization is completely diastereoselective and creates at least three stereogenic centers from simple prochiral substrates. The directing group can easily be converted into other functional groups.
Palladium/Bronsted acid-catalyzed α-allylation of aldehydes with allylic alcohols
Jiang, Gaoxi,List, Benjamin
experimental part, p. 1667 - 1670 (2011/09/14)
A simple, highly efficient, and readily scalable direct α-allylation of aldehydes with allylic alcohols that is co-catalyzed by palladium and a Bronsted acid has been developed. Copyright
Reverse Cope Elimination Reactions. 2. Application to Synthesis
Ciganek, Engelbert
, p. 5803 - 5807 (2007/10/03)
Intramolecular addition of N,N-disubstituted hydroxylamines to unactivated olefins was used to prepare an indolizine, a pyrroloisoquinoline, a 1,8-diazaspirodecane, a cyclopentapyrrole, and an isoindoline.A pyrrolizine and a 1-azabicyclo2.
