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A new diastereoselective aza-allyl conjugate addition-Michael addition-ring closure reaction sequence and its application in the construction of six contiguous stereogenic centres


Reference:

Koutsaplis, M., Andrews, P. C., Bull, S. D., Duggan, P. J., Fraser, B. H. and Jensen, P., 2007. A new diastereoselective aza-allyl conjugate addition-Michael addition-ring closure reaction sequence and its application in the construction of six contiguous stereogenic centres. Chemical Communications

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Abstract

Reaction of the sodium anion of (S)-N-(alpha-methylbenzyl)allylamine with two equivalents of tert-butyl cinnamate results in a remarkable tandem aza-allyl conjugate addition-Michael addition-ring closure reaction, resulting in a chiral aminocyclohexane containing six new vicinal stereogenic centres with excellent levels of stereocontrol.

Details

Item Type Articles
CreatorsKoutsaplis, M., Andrews, P. C., Bull, S. D., Duggan, P. J., Fraser, B. H. and Jensen, P.
DOI10.1039/b707707f
DepartmentsFaculty of Science > Chemistry
RefereedYes
StatusPublished
ID Code4584
Additional InformationID number: ISI:000249588400028

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