381665-45-8Relevant academic research and scientific papers
Total synthesis of fostriecin (CI-920) via a convergent route
Miyashita, Kazuyuki,Ikejiri, Masahiro,Kawasaki, Hitomi,Maemura, Satoko,Imanishi, Takeshi
, p. 742 - 743 (2002)
Fostriecin, a potent and promising antitumor antibiotic, was stereoselectively synthesized via a convergent route involving a three-segement coupling procedure.
Convergent synthesis of fostriecin via selective alkene couplings and regioselective asymmetric dihydroxylation
Robles, Omar,McDonald, Frank E.
, p. 5498 - 5501 (2009)
"Chemical Equation Presented" A highly convergent synthesis of fostriecin Is described, featuring sequential palladium-catalyzed Negishi cross couplings to form the C7-C8 bond and C8-methyl bond, followed by late-stage regio- and stereoselective dihydroxy
Total synthesis of fostriecin: Via a regio-and stereoselective polyene hydration, oxidation, and hydroboration sequence
Gao, Dong,O'doherty, George A.
supporting information; experimental part, p. 3752 - 3755 (2010/12/18)
A total synthesis of the fostriecin has been achieved in 24 steps from enyne 11. The lactone moiety was installed by a Leighton allylation and Grubbs ring-closing metathesis reaction. The highly reactive Z,Z,E-triene moiety was installed via a late-stage Suzuki-Miyaura cross-coupling of a remarkably stable Z-vinyl boronate. The relative and absolute stereocenters of the C-8,9,11 triol were generated with a regio-and stereoselective asymmetric hydration/oxidation sequence.
Total synthesis of (+)-fostriecin and (+)-phoslactomycin B
Shibahara, Setsuya,Fujino, Masataka,Tashiro, Yasumasa,Okamoto, Nanako,Esumi, Tomoyuki,Takahashi, Keisuske,Ishihara, Jun,Hatakeyama, Susumi
experimental part, p. 2935 - 2953 (2010/03/03)
(+)-Fostriecin and (+)-phoslactomycin B, which are potent and selective inhibitors of protein phosphatase, were synthesized by a highly enantio-and stereoselective approach that enabled us to prepare all possible isomers at both the C11 secondary alcohol position and the δ12-double bond. Georg Thieme Verlag Stuttgart.
Catalyst-controlled asymmetric synthesis of fostriecin and 8-epi-fostriecin
Maki, Keisuke,Motoki, Rie,Fujii, Kunihiko,Kanai, Motomu,Kobayashi, Takayasu,Tamura, Shinri,Shibasaki, Masakatsu
, p. 17111 - 17117 (2007/10/03)
Catalytic asymmetric synthesis of the natural antibiotic fostriecin (CI-920) and its analogue 8-epi-fostriecin and evaluation of their biological activity are described. We used four catalytic asymmetric reactions to construct all of the chiral centers of
Total synthesis of an antitumor antibiotic, fostriecin (CI-920)
Miyashita, Kazuyuki,Ikejiri, Masahiro,Kawasaki, Hitomi,Maemura, Satoko,Imanishi, Takeshi
, p. 8238 - 8243 (2007/10/03)
The total synthesis of an antitumor antibiotic, fostriecin (CI-920), via a highly convergent route is described. A characteristic feature of the present total synthesis is that the synthesis was achieved via a coupling procedure of three segments A, B, an
Formal catalytic asymmetric total synthesis of fostriecin.
Fujii, Kunihiko,Maki, Keisuke,Kanai, Motomu,Shibasaki, Masakatsu
, p. 733 - 736 (2007/10/03)
The common synthetic intermediate of a potent and promising anticancer agent, fostriecin, was synthesized using a unique method that combines four catalytic asymmetric reactions as shown above.
Versatile enantiocontrolled synthesis of (+)-fostriecin.
Esumi, Tomoyuki,Okamoto, Nanako,Hatakeyama, Susumi
, p. 3042 - 3043 (2007/10/03)
Fostriecin, a potent protein phosphatase inhibitor and antitumor agent, has been enantioselectively synthesized in naturally occurring form via a versatile route, which also allows one to secure all possible stereoisomeres of the C1-C13 fragment including
Total synthesis of fostriecin (CI-920)
Chavez, David E.,Jacobsen, Eric N.
, p. 3667 - 3670 (2007/10/03)
The most selective protein phosphatase inhibitor identified to date, fostriecin was synthesized in a highly convergent manner by a chiral building block approach (see picture). Three of the four stereocenters were introduced by using catalytic methods, in
