Enantioselective synthesis of tetrahydroisoquinolines and benzazepines by silane terminated Heck reactions with the chiral ligands (+)-TMBTP and (R)-BITIANP
- 21 March 2000
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 7,p. 583-584
- https://doi.org/10.1039/a909689b
Abstract
The intramolecular Heck reaction of the iodoaryl compound 1 with a (Z)-allyl silane moiety in the presence of the chiral ligand (+)-TMBTP 13 leads to the benzazepine 5b with 92% ee, whereas 3 with an (E)-allyl silane moiety in the presence of the chiral ligand (R)-BITIANP 14 gives 5a with 91% ee; in a similar way, 9 and 10 were transformed in the presence of 13 into the tetrahydroisoquinolines 11b and 12b with 86 and 84% ee, respectively.Keywords
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