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1.
Org Lett ; 7(1): 31-4, 2005 Jan 06.
Article in English | MEDLINE | ID: mdl-15624970

ABSTRACT

(-)-(R)-9-(1,2-Dimethoxyethyl)anthracene (8) is successfully employed as a chiral template in the Diels-Alder/retro-Diels-Alder sequence for the preparation of alpha,beta-unsaturated lactams. The cycloadditions proceed with complete diastereoselectivity, and regioselectivity in subsequent transformations of the carbonyl groups is also excellent. Flash vacuum pyrolysis accomplishes the cycloreversion.

2.
Bioorg Med Chem ; 13(17): 5299-309, 2005 Sep 01.
Article in English | MEDLINE | ID: mdl-16046136

ABSTRACT

The development of chiral anthracene templates for use in Diels-Alder/retro Diels-Alder sequences is described. A summary of past results and new progress is reported.


Subject(s)
Anthracenes/chemistry , Hydrogen Bonding , Stereoisomerism
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