329913-81-7Relevant academic research and scientific papers
Synthesis of the polyketide (E)-olefin of the jamaicamides
Watanabe, Satoshi,Watanabe, Sho,Aoki, Naoto,Usuki, Toyonobu
, p. 1397 - 1403 (2013/05/22)
The jamaicamides, isolated in Jamaica from the cyanobacterium Lyngbya majuscula, are new mixed polyketide-peptides that are known to be sodium channel blockers. The polyketide moiety contains an (E)-vinyl chloride, an undetermined methyl stereocenter (C9), and an (E)-olefin. Herein, we report the synthesis of the (E)-olefin moiety of the polyketide of the jamaicamides utilizing a Kocienski-Julia coupling. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
Asymmetric synthesis of (R)- and (S)-4-methyloctanoic acids. A new route to chiral fatty acids with remote stereocenters
Munoz, Lourdes,Bosch, Ma Pilar,Rosell, Gloria,Guerrero, Angel
experimental part, p. 420 - 424 (2009/09/06)
The enantioselective synthesis of both enantiomers of 4-methyloctanoic acid, one major aggregation pheromone component of the rhinoceros beetles of the genus Oryctes and an important aroma compound, is described. The key step of the synthesis is based on
Total synthesis of halipeptins: Isolation of halipeptin D and synthesis of oxazoline halipeptin analogues
Nicolaou,Schlawe, Daniel,Kim, David W.,Longbottom, Deborah A.,De Noronha, Rita G.,Lizos, Dimitrios E.,Manam, Rama Rao,Faulkner, D. John
, p. 6197 - 6211 (2007/10/03)
The isolation from the marine sponge Leiosella cf. arenifibrosa and structural elucidation of halipeptin D (5). a relative of the previously isolated halipeptins A-C (1-3), is described along with the total synthesis of a number of oxazoline analogues (7a
Synthesis of a C1-C21 subunit of the protein phosphatase inhibitor tautomycin: A formal total synthesis
Marshall,Yanik
, p. 1373 - 1379 (2007/10/03)
The synthesis of a C1-C21 subunit of tautomycin is described. The convergent route employs enantioenriched allenylstannane and zinc reagents derived from (S)-3-butyn-2-ol methanesulfonate. These reagents react with appropriate aldehyde segments to yield s
