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Regarding you second question: You have to run this command manually. The easiest is to put it into the system scheduler and let it execute each day.
Regarding your first question:
The easiest way to operate in a data guard environment is to set the deletion policy on primary to shipped or applied to standby and do the backups of the database from the standby site.
Only drawback of this is that you need an RMAN catalogue.
Here is a good whitepaper explaining how to best operate RMAN with data guard 10g:
Using Recovery Manager (RMAN) with Oracle Data Guard in Oracle Database 10g
Edited by: ssolbach on Sep 20, 2010 3:36 AM