title: Transformation of an optically active decahydro-6-isoquinolone scaffold: perfect Felkin-Anh diastereoselectivity.
abstract: Diastereomerically and enantiomerically pure decahydro-6-isoquinolone derivative 7 (>99% de, 97% ee) was obtained from the Michael addition product 3. Interestingly, aldehyde 7 reacted with a number of different Grignard reagents to give the secondary alcohols 9 in good yields as single diastereomers. This result can be explained by taking the Felkin-Anh model into account.
authors.affiliation: Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany. jchr@po.uni-stuttgart.de
authors.forename: Jens
authors.initials: J
authors.lastname: Christoffers
authors.forename: Heiko
authors.initials: H
authors.lastname: Scharl
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Frey
authors.forename: Angelika
authors.initials: A
authors.lastname: Baro