Synthesis of the Trans-Syn-Trans Perhydrobenzo[f]chromene Ring System
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<p>A stereoselective synthesis of the <i>trans</i>-<i>syn</i>-<i>trans </i>perhydrobenzo[<i>f</i>]chromene skeleton is presented. The target compound <b>3 </b>was achieved in six steps starting from the (<i>S</i>)-(+)-Wieland-Miescher ketone. Key steps include the sp<sup>2</sup> alkylation at the a-carbon of an unsaturated ketone, Birch-type reductive alkylation, and an acid-catalyzed cyclization. </p>
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2013 ◽
Vol 69
(2)
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pp. o192-o192
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2010 ◽
Vol 65
(4)
◽
pp. 445-451
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2012 ◽
Vol 8
(1)
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pp. 244-250
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