Two regiocomplementary approaches to angular furanocoumarins with chromium carbene complexes: synthesis of sphondin, thiosphondin, heratomin, and angelicin

WD Wulff, JS McCallum, FA Kunng

Index: Wulff, William D.; McCallum, J. Stuart; Kunng, Fen-Ann Journal of the American Chemical Society, 1988 , vol. 110, # 22 p. 7419 - 7434

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Citation Number: 95

Abstract

Abstract: Two regiocomplementary syntheses of the angular furanmumarin sphondin are described utilizing the benzannulation reaction of furylcarbene complexes of chromium. The high regioselectivity of an intermolecular synthesis employing the reaction of [(2- furyl)(methoxy) methylene] pentacarbonylchromium (8) and methyl 4-pentynoate is thought to be controlled by the preferred conformation of an aikyne-carbene complex intermediate. ...