Angewandte Chemie International Edition · 2008 · 99 citations · 37 references
Efficient MethodologyBioorganic ChemistryDerivativesNatural SciencesHomochiral 2,5-Cis PyrrolidinesDiversity-oriented SynthesisTotal SynthesisOrganic ChemistryStereoselective SynthesisChemistryHeterocycle ChemistryPharmacologySynthetic ChemistryEnantioselective Synthesis
Safe and secure: An efficient methodology which provides access to homochiral 2,5-cis pyrrolidines in excellent yields starting from chiral alkoxyamine cyclopropanes was used in the total synthesis of (−)-allosecurinine (see scheme). The synthesis proceeds with enantiomeric purity in 15 steps with an overall yield of 5 %. OTf: trifluoromethanesulfonate, Boc: tert-butoxycarbonyl, PG: protecting group. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z803257_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
37
First Diastereoselective Chiral Synthesis of (−)-Securinine
Toshio Honda, Hidenori Namiki, Kyosuke Kaneda et al. · Organic Letters · 2003 · 132 citations