Synthetic study of solanoeclepin A: Cyclobutane cyclization via SmI2-additive-mediated reaction and D ring functionalization

Add time:08/05/2019    Source:sciencedirect.com

The construction of tricyclo[5.2.1.01,6]decene skeleton was achieved by cyclobutane ring formation via improved radical reaction using SmI2-H2O-HFIP and SmI2-LiCl conditions in good yields. Those additives were studied to increase the reactivity of SmI2. Two interesting reactions via neighboring group participations are described for introducing the C4 oxygen functionality by the assistance of C6 substituent in a regioselective manner.

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