One-step convergent synthesis of the steroid ring system via the coupling of gamma,delta-unsaturated Fischer carbene complexes with o-ethynylbenzaldehyde.
[reaction: see text]. Simultaneous and stereoselective construction of the steroid B and C rings is observed in a tandem process involving the coupling of o-ethynylbenzaldehyde with 2-alkenylcyclopentylcarbene-chromium complexes.
Ghorai
B K
BK
Department of Chemistry & Biochemistry, New Mexico State University, MSC 3C, Las Cruces, New Mexico 88003, USA.
Herndon
J W
JW
Lam
Y F
YF
D001547:Benzaldehydes / Q000737:chemistry*; D002614:Chelating Agents / Q000737:chemistry*; D002857:Chromium / Q000737:chemistry*; D003517:Cyclopentanes / Q000737:chemistry*; D007202:Indicators and Reagents; D013256:Steroids / Q000138:chemical synthesis*
D001547:Benzaldehydes; D002614:Chelating Agents; D003517:Cyclopentanes; D007202:Indicators and Reagents; D013256:Steroids; C413250:ethynylbenzaldehyde; D002857:Chromium