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. Author manuscript; available in PMC: 2011 Mar 24.
Published in final edited form as: J Org Chem. 2009 Jun 5;74(11):4104–4109. doi: 10.1021/jo900401k

Figure 1.

Figure 1

The first named members of the cleroindicin family (blue) are shown along with their reported optical rotations (red). Compound 4 was first assigned as cleroindicin D.2b The ranges of optical rotations (black) for materials procured through prior “enantioselective” syntheses are also presented. Our optical rotations for our synthetic materials (green) suggest that all of the named chiral cleroindicins are partially racemic, and these finding may have profound ramifications on the speculated biosynthesis from cornoside.