Helicenes: Chemically Induced Asymmetric Photosyntheses of Helicenes Skeletons | Zendy

Cochez Y. | Zendy; Martin R. H. | Zendy; Jespers J. | Zendy

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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.

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