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Paper | Special issue | Vol 62, No. 1, 2004, pp. 445 - 452
Published online: 27th October, 2003
DOI: 10.3987/COM-03-S(P)37
Total Synthesis of (±)-Xyloketal D and Model Studies towards the Total Synthesis of (-)-Xyloketal A

Jeremy D. Pettigrew, Jason A. Bexrud, Rebecca P. Freeman, and Peter D. Wilson*

*Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, B. C. V5A 1S6, Canada

Abstract

A stereoselective total synthesis of (±)-xyloketal D (±-2) has been achieved using a cycloaddition reaction of an ortho-quinone methide and a dihydrofuran as a key step. Preliminary model studies towards the total synthesis of xyloketal A (1) are also reported.

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