Helvetica Chimica Acta p. 2010 - 2014 (1980)
Update date:2022-08-05
Topics:
Oppolzer, Wolfgang
Robbiani, Christian
The pyrrolidines 2 and 10 were obtained by thermal ene-reactions at +70 deg and +180 deg from the (Z)-4-aza-1,6-diene 1 and from the (E)-4-aza-1,6-diene 9 in the ratios of 75:25 and 50:50, respectively.On the other hand, these cyclizations proceeded readily in the presence of diethylaluminum chloride at -78 deg and -35 deg giving in high yield the trans-pyrrolidine 2 from 1 with 100percent and from 9 with 89percent diastereoselectivity.
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Doi:10.1021/jo00327a012
(1981)Doi:10.1246/cl.1980.1373
(1980)Doi:10.1002/jps.2600830713
(1994)Doi:10.1021/jo015800m
(2001)Doi:10.1039/c39800001191
(1980)Doi:10.1021/jm00138a011
(1981)
