Concepedia

A Concise Total Synthesis of Diospongins A and B

Gowravaram Sabitha, Pannala Padmaja, J. S. Yadav

Helvetica Chimica Acta · 2008 · 40 citations · 29 references

DOI

Concepts

Abstract

Abstract The total synthesis of the diarylheptanoids (−)‐diospongin A ( 1 ) and B ( 2 ) was achieved stereoselectively via the δ ‐lactone intermediate 6 . The key reactions involved are a stereoselective reduction of β ‐keto ester and the Horner–Wadsworth–Emmons and intramolecular oxy‐ Michael reactions.

References

29

Catalytic asymmetric allylation of aldehydes

Gary E. Keck, Kenneth H. Tarbet, Leo S. Geraci · Journal of the American Chemical Society · 1993 · 509 citations

, , +8

A selective method for the direct conversion of aldehydes into .beta.-keto esters with ethyl diazoacetate catalyzed by tin(II) chloride

Christopher R. Holmquist, Eric J. Roskamp · The Journal of Organic Chemistry · 1989 · 318 citations

, , +6

The Horner-Wadsworth-Emmons Reaction in Natural Products Synthesis: Expedient Construction of Complex (<i>E</i>)-Enones Using Barium Hydroxide

Ian Paterson, Kap‐Sun Yeung, Jeff B. Smaill · Synlett · 1993 · 178 citations

, , +4

A Diarylheptanoid from Lesser Galangal (Alpinia officinarum) Inhibits Proinflammatory Mediators via Inhibition of Mitogen-Activated Protein Kinase, p44/42, and Transcription Factor Nuclear Factor-κB

Prem N. Yadav, Zhihua Liu, Mohamed M. Rafi · Journal of Pharmacology and Experimental Therapeutics · 2003 · 132 citations

, , +17

Inhibitors from the rhizomes of Alpinia officinarum on production of nitric oxide in lipopolysaccharide-activated macrophages and the structural requirements of diarylheptanoids for the activity

Hisashi Matsuda, Shin Ando, Tomoko Kato et al. · Bioorganic & Medicinal Chemistry · 2005 · 131 citations

, , +7