870091-89-7Relevant academic research and scientific papers
Total synthesis of beauveriolide I
Tian, Hua,Jiao, Xiaozhen,Xie, Ping,Liang, Xiaotian
, p. 8579 - 8581 (2005)
The first total synthesis of beauveriolide I (1a), a selective ACAT inhibitor, is described. The key steps in this synthesis involved a diastereoselective aldol condensation sequence and a macrocyclization.
Studies towards the Synthesis of (-)-Pulvomycin: Construction of the C12-C40 Segment by a Stereoselective Aldol Reaction
Wienhold, Sebastian,Fritz, Lukas,Judt, Tatjana,Hackl, Sabrina,Neubauer, Thomas,Sauerer, Bastian,Bach, Thorsten
, p. 4246 - 4262 (2021)
A convergent strategy was developed for the synthesis of the C12 C40 segment of ( )-pulvomycin. Key step was a diastereoselective aldol reaction between a chiral ethyl ketone representing the C24 C40 fragment and a chiral aldehyde representing the C12 C23
Stereocontrolled synthesis of the C1-C7 fragment of enigmazole a
Kishi, Takayuki,Fujisawa, Yuka,Takamura, Hiroyoshi,Kadota, Isao
, p. 515 - 522 (2014/03/21)
An enantio- and stereoselective synthesis of the C1-C7 fragment of enigmazole A is described. The three asymmetric centers of the molecule were constructed efficiently by using Evans chiral auxiliary protocol.
Total syntheses of 28,29-diepi-arenamide A, 29-epi-arenamide A, and 28-epi-arenamide A
Jithender Reddy, V.,Pradhan, Tapan Kumar,Ghosh, Subhash
, p. 6148 - 6150,3 (2020/08/20)
This communication describes the synthesis of stereochemical analogs of arenamide A, a 19-membered cytotoxic depsipeptide isolated from the fermentation broth of a marine bacterial strain Salinispora arenicola. The key steps are diastereoselective aldol r
An improved synthesis of (-)-brevisamide, a marine monocyclic ether amide of dinoflagellate origin
Tsutsumi, Ryosuke,Kuranaga, Takefumi,Wright, Jeffrey L.C.,Baden, Daniel G.,Ito, Emiko,Satake, Masayuki,Tachibana, Kazuo
experimental part, p. 6775 - 6782 (2010/10/02)
An improved synthesis of (-)-brevisamide a marine cyclic ether isolated from the red-tide dinoflagellate Karenia brevis was achieved. The ether ring portion was constructed from an unsaturated lactone, which was prepared enantioselectively via an Evans aldol reaction and one-pot lactonization in the presence of excessive base after an Ando reaction. The ether ring and a dienol side chain fragment were connected via Suzuki-Miyaura coupling.
Asymmetric synthesis of the C1-C13 fragment of the marine metabolite bistramide K
Bauder, Claude
experimental part, p. 6207 - 6216 (2010/12/25)
A synthetic study on the construction of the C1-C13 fragment of bistramide K is described. This unit differs from other members of the bistramide family, which are equipped with a pyran structure at C6-C11. In bistramide K, the linear C1-C13 portion conta
A general synthetic approach for the synthesis of β-hydroxy-δ-lactones: asymmetric total synthesis of prelactones and epi-prelactones V and E
Sabitha, Gowravaram,Padmaja,Reddy, K. Bhaskar,Yadav
, p. 919 - 922 (2008/09/17)
A general synthetic approach for the synthesis of prelactones and epi-prelactones V and E has been reported using an Evans' aldol reaction as the key step.
Total synthesis of (-)-ulapualide A, a novel tris-oxazole macrolide from marine nudibranchs, based on some biosynthesis speculation
Pattenden, Gerald,Ashweek, Neil J.,Baker-Glenn, Charles A. G.,Kempson, James,Walker, Gary M.,Yee, James G. K.
supporting information; experimental part, p. 1478 - 1497 (2008/10/09)
A new, second generation, total synthesis of ulapualide A (1), whose stereochemistry was recently determined from X-ray analysis of its complex with the protein actin, is described. The synthesis is designed and based on some speculation of the biosynthet
Total synthesis of (-)-ulapualide A: The danger of overdependence on NMR spectroscopy in assignment of stereochemistry
Pattenden, Gerald,Ashweek, Neil J.,Baker-Glenn, Charles A. G.,Walker, Gary M.,Yee, James G. K.
, p. 4359 - 4363 (2008/03/12)
Lessons learnt: The asymmetric total synthesis of the macrolide (-)-ulapualide A has been accomplished. Interestingly, the 1H NMR spectrum and chiroptical data of the macrolide and of a previously synthesized diastereoisomer with opposite stere
Studies toward the total synthesis of tedanolide: stereoselective synthesis of the C(8)-C(17) segment
Nyavanandi, Vijay Kumar,Nanduri, Srinivas,Dev, R. Vasu,Naidu, Andra,Iqbal, Javed
, p. 6667 - 6672 (2007/10/03)
The stereoselective synthesis of the C(8)-C(17) sub-unit (-)-5 of tedanolide (1), which involves iterative Evans aldol reactions as the key steps, is described.
