Synthesis of (±)-Diospongin A: A Hetero-Diels-Alder and C-Glycosylation Approach

Abstract

The racemic natural product diospongin A has been prepared using a short and stereoselective sequence. Key steps include a hetero-Diels-Alder reaction and an anchimeric assistance-controlled C-glycosylation

Key words

Diels-Alder reaction - glycosylation - neighboring-group effects - natural products

References

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7

Sawant and Jennings also synthesized 1 by reduction of an analogous oxocarbenium ion. See ref. 2i.