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  • Enantioselective synthesis of [7]helicene: dramatic effects of olefin additives and aromatic solvents in asymmetric olefin metathesis.

Enantioselective synthesis of [7]helicene: dramatic effects of olefin additives and aromatic solvents in asymmetric olefin metathesis.

Chemistry (Weinheim an der Bergstrasse, Germany) (2008-08-30)
Alain Grandbois, Shawn K Collins
ABSTRACT

The asymmetric synthesis of [7]helicene was accomplished in good ee (80%) by kinetic resolution by means of asymmetric olefin metathesis. Three key factors contributed to the success of the kinetic resolution: the use of new Ru-based olefin metathesis catalysts bearing C1-symmetric N-heterocyclic carbene ligands, simple olefins as additives to control the nature of the propagating alkylidene and hexafluorobenzene as a solvent.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Hexafluorobenzene, 99%
Pricing and availability is not currently available.
Sigma-Aldrich
Hexafluorobenzene, ≥99.5%, NMR grade
Pricing and availability is not currently available.