Stereocontrol in organic synthesis using silicon-containing compounds. Studies directed towards the synthesis of ebelactone A

…, AK Mandal, AK Mandal, D Parker, K Takaki…

Index: Archibald, Sarah C.; Barden, David J.; Bazin, Jerome F.Y.; Fleming, Ian; Foster, Colin F.; Mandal, Ajay K.; Mandal, Amit K.; Parker, David; Takaki, Ken; Ware, Anne C.; Williams, Anne R.B.; Zwicky, Anna B. Organic and Biomolecular Chemistry, 2004 , vol. 2, # 7 p. 1051 - 1064

Full Text: HTML

Citation Number: 30

Abstract

Several approaches to the synthesis of ebelactone A 2 are described, culminating in the synthesis of the benzenesulfonate of 2-epi-ebelactone A 161. All the approaches were based on three fragments A, B and C, originally defined in general terms in Scheme 1, but eventually used as the aldehyde 72, the allenylsilane 3 and the aldehyde 139, respectively. They were joined, first B with C, and then B+ C with A. In the main routes to fragments A ...