title: FORMAL SYNTHESIS OF HAPALINDOLE O AND SYNTHETIC EFFORTS TOWARDS HAPALINDOLE K AND AMBIGUINE A.
abstract: The formal synthesis ofD,L-hapalindole O has been accomplished intercepting Natsume's total synthesis route. The intercepted substrate was synthesized in an overall 36% yield over ten-synthetic steps compared to Natsume's overall 1% yield over eighteen-synthetic steps. In addition, advanced substrates for the continuing progress towards hapalindole K and ambiguine A has been synthesized. All routes described herein employ a novel silyl ether-based strategy accessing the 6:5:6:6 ring system, that has previously been used in our laboratory to access the total synthesis ofD,L-hapalindoles J and U.
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
authors.forename: Ryan J
authors.initials: RJ
authors.lastname: Rafferty
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA ; University of Colorado Cancer Center, Aurora, Colorado 80045, USA.
authors.forename: Robert M
authors.initials: RM
authors.lastname: Williams