Answer
$ -\frac{1}{2}(\frac{\sqrt 3}{2}+1)$
Work Step by Step
$sin285^\circ\cdot sin75^\circ=\frac{1}{2}[cos(285^\circ-75^\circ)-cos(285^\circ+75^\circ)]=\frac{1}{2}[cos(210^\circ)-cos(360^\circ)]=\frac{1}{2}(-\frac{\sqrt 3}{2}-1)=-\frac{1}{2}(\frac{\sqrt 3}{2}+1)$