ISSN:
0025-116X
Keywords:
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
Poly[(3S)-1,2,3,4-tetrahydroisoquinoline-2,3-diylmethylene] (4) and (3S)-3-(1,2,3,4-tetrahydroisoquinolin-2-ylmethyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline (7) were prepared using (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid (1) as starting material. The optically active amines 4 and 7 were used as asymmetric catalysts for the addition of thiophenol (8a), 4-tert-butylthiophenol (8b), or 4-chlorothiophenol (8c) to 2-cyclohexen-1-one (9). 4 yielded 3-phenylthiocyclohexanone (10a) with the highest optical yield of 24% at -25°C, showing a marked polymer effect with respect to enantiomeric excess.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/macp.1983.021840401
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