Diastereoselective Carbocyclization of 1,6-Heptadienes Triggered by Rhodium-Catalysed Activation of an Olefinic C=H Bond**

Title	Diastereoselective Carbocyclization of 1,6-Heptadienes Triggered by Rhodium-Catalysed Activation of an Olefinic C=H Bond**
Authors	Christophe Aïssa, Kelvin Y T Ho, Daniel J Tetlow, María Pin-Nó
Magazine	Angewandte Chemie (International Ed. in English)
Date	03/14/2014
DOI	10.1002/anie.201400080
Introduction	The transformation of α,ω-dienes into functionalised compounds via olefinic C-H bond activation is underexplored. This study presents a rhodium(I)-catalysed process converting prochiral 1,6-heptadienes into [2,2,1]-cycloheptane derivatives, forming multiple stereogenic centres with complete diastereocontrol. Deuterium-labeling and intermediate isolation suggest a group-directed C=H bond activation followed by two migratory insertions, with diastereoselectivity manifesting in the second step.
Quote	Christophe Aïssa, Kelvin Y T Ho and Daniel J Tetlow et al. Diastereoselective Carbocyclisation of 1,6-Heptadienes Triggered by Rhodium-Catalysed Activation of an Olefinic C=H Bond**. Angew. Chem. Int. Ed. Engl. 2014. Vol. 53(16):4209-4212. DOI: 10.1002/anie.201400080
Element	Rhodium (Rh)
Industry	Chemical & Pharmacy

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