Total Synthesis of (±)-Calcaridine A and (±)-<i>epi</i>-Calcaridine A

Organic Letters - Tập 10 Số 21 - Trang 5055-5058 - 2008
Panduka B. Koswatta1, Sivappa Rasapalli2, H. V. Rasika Dias2, Carl J. Lovely2
1Department of Chemistry and Biochemistry, The University of Texas at Arlington, Arlington, Texas 76019, USA
2Department of Chemistry and Biochemistry, The University of Texas at Arlington, Arlington, Texas 76019

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Attempts to conduct the rearrangement with DMDO were unsuccessful, leading to the formation of complex reaction mixtures.

It was subsequently determined that the diastereomers could be separated by fractional recrystallization by seeding the mixture with the non-naturally occurring diastereomer.

For details of this determination, seeSupplementary Information.