Regio- and stereoselective ruthenium-catalyzed hydrovinylation of 1,3-dienes: application to the generation of a 20(S) steroidal side chain.
The addition of ethylene to 1,3-dienes and 1-vinylcycloalkenes, catalyzed by two ruthenium complexes, proceeds in a regioselective fashion to afford 3-methyl-1,4-dienes as products. For a steroidal-based 1-vinylcycloalkene, the addition is stereospecific, giving a product with a 20(S) configuration. [reaction: see text]
He
Zhengjie
Z
Department of Chemistry, Marquette University, P.O. Box 1881, Milwaukee, WI 53201-1881, USA.
Yi
Chae S
CS
Donaldson
William A
WA
D000466:Alkadienes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D005030:Ethylenes / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism; D013256:Steroids / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
D000466:Alkadienes; D005030:Ethylenes; D009942:Organometallic Compounds; D013256:Steroids; D014753:Vinyl Compounds; D012428:Ruthenium; C036216:ethylene