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Helicenes: Chemically Induced Asymmetric Photosyntheses of Helicenes Skeletons
Author(s) -
Cochez Y.,
Martin R. H.,
Jespers J.
Publication year - 1976
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.197600007
Subject(s) - helicene , chemistry , hydroxymethyl , asymmetric induction , stereochemistry , optically active , group (periodic table) , enantioselective synthesis , organic chemistry , molecule , catalysis
A systematic investigation of chemically induced asymmetric photosyntheses has been carried ou in the helicene series. The following points have been examined: the influence of the nature and of the position of the chiral inducing group in the precursor, the influence of the structure of the precursor and the effect of a double induction. The best asymmetric stereoselectivities were obtained: (a) when the photocyclisation gave rise to a helicene skeleton substituted at position 1‐; (b) at position 2‐, when an ester of optically pure 2‐hydroxymethyl[6]helicene was used as the chiral inducing group.