412342-76-8Relevant academic research and scientific papers
Stereoselective synthesis of the C5-C18 fragment of halichomycin
Li, Qingjiang,Mao, Shiyong,Cui, Yuxin,Jia, Yanxing
experimental part, p. 4111 - 4116 (2012/06/18)
An efficient and convergent synthesis of the C5-C18 fragment of halichomycin is reported. Butanolide fragment 6 was readily prepared stereoselectively from (R)-Roche ester through catalyst control; dienylic bromide domain 7 was synthesized from (S)-serine by substrate control. C 5-C18 fragment 2 was rapidly assembled through a stereoselective alkylation of the butanolide with the dienylic bromide, followed by functional group transformations.
A biosynthetic proposal for ring formation in the antitumor agent halichomycin. Asymmetric synthesis of the AB-carbon backbone of halichomycin.
Hale, Karl J,Dimopoulos, Paschalis,Cheung, Maxine L F,Frigerio, Mark,Steed, Jonathan W,Levett, Philip C
, p. 897 - 900 (2007/10/03)
[reaction: see text] A biosynthetic proposal for ring formation in the antitumor agent halichomycin is presented in which macrocyclization of the putative prehalichomycin intermediate 1 is the first step. Compound 2 then undergoes dehydration to the alpha
Total Synthesis of (-)-Denticulatins A and B: Marine Polypropionates from Siphonaria denticulata
Ziegler, Frederick E.,Becker, Michael R.
, p. 2800 - 2805 (2007/10/02)
A synthesis of the marine polypropionates (-)-denticulatin A (2a) and B (2b) is described.The targets, which are β-hydroxy ketones wherein the hydroxyl group is also a tertiary hemiketal, are sensitive to acid dehydration.An open chain form (26) of the de
