154920-01-1Relevant articles and documents
Stereoselective total synthesis of zaragozic acid A based on an acetal [1,2] Wittig rearrangement
Tomooka, Katsuhiko,Kikuchi, Makoto,Igawa, Kazunobu,Suzuki, Masaki,Keong, Ping-Huai,Nakai, Takeshi
, p. 4502 - 4505 (2007/10/03)
A simultaneous creation of the C4 and C5 quaternary carbon centers by an acetal [1,2] Wittig rearrangement of O-glycoside 1 derived from L-arabino-γ-lactone is the key feature in the construction of the 2,8-dioxabicyclo[3.2.1]octane core structure of zara
Syntheses of the C-1 alkyl side chains of Zaragozic acids A and C
Bach, Jordi,Galobardes, Marta,Garcia, Jordi,Romea, Pedro,Cristina, Tey,Urpi, Felix,Vilarrasa, Jaume
, p. 6765 - 6768 (2007/10/03)
Asymmetric syntheses of the C-1 alkyl side chains of Zaragozic acids A and C from a common chiral precursor 4 are reported. The stereoselective reduction of unsaturated ketones 8 and 10 is the key step of both syntheses.
Towards the synthesis of the squalestatins/zaragozic acids: Synthesis of an advanced intermediate and introduction of the C-1 sidechain
Mann, Robert K.,Parsons, Jack G.,Rizzacasa, Mark A.
, p. 1283 - 1293 (2007/10/03)
A highly convergent synthesis of a squalestatin/zaragozic acid A C-4-decarboxydeoxy intermediate has been achieved. The key step involves the construction of the C-1-C-1′ bond by the addition of a fully functionalized C-1 sidechain anion (derived from iod
Synthesis of the C-1 sidechain of the squalestatins and zaragozic acid A
Parsons, Jack G.,Rizzacasa, Mark A.
, p. 8263 - 8266 (2007/10/02)
A synthesis of a protected C-1 side chain precursor (2) of the anti-cholesteremic agents the squalestatins and zaragozic acid A has been achieved in 9 steps from 1,4-butanediol. The key transformations involve a one pot oxidation/α-methylenation sequence
The asymmetric syntheses of the C-1 sidechains of zaragozic acid A and zaragozic acid C
Robichaud, Albert J.,Berger, Gregory D.,Evans, David A.
, p. 8403 - 8406 (2007/10/02)
The asymmetric syntheses of the C-1 sidechains of zaragozic acid A and C are described. Aldol reaction defines the chirality at C-4' and C-5' in two independent routes. Multigram preparation as well as a route amenable to derivatization are highlights of