88936-02-1Relevant academic research and scientific papers
The synthesis of (-)-gloeosporone, a potent fungal autoinhibitor of spore germination using a π-allyltricarbonyliron lactone complex and a new reductive decomplexation procedure for the installation of the embedded 1, 7-diol component of the natural produ
Cleator, Ed,Harter, Juergen,Ley, Steven V.
, p. 619 - 633 (2007/10/03)
The synthesis of (-)-gloeosporone has been achieved via a π-allyltricarbonyliron complex (7). The stereogenic centers observed in the natural product were constructed by a highly stereoselective Makaiyama aldol reaction to afford a new complex that upon r
Synthesis of a germination self-inhibitor, (-)-gloeosporone, and related compounds and evaluation of their activities
Matsushita,Yoshida,Zhang,Miyashita,Irie,Ueno,Tsurushima
, p. 524 - 527 (2007/10/02)
Synthesis of (-)-gloeosporone (1a), isolated from spores of Colletotrichum gloeosporioides as a self-inhibitor for germination, and its three diastereomers was accomplished starting from (S)- and (R)-1-tridecen-8-ol obtained from their (S)-naphthyl ethylcarbamates (8a and 8b), both of which were isolated from the mixture of diastereoisomers derived from racemic 1-tridecen-8-ol (7) and the Pirkle reagent. Biological testing of the compounds showed weak self-inhibitor activity toward germination of the spores.
Structural and Synthetic Studies of the Spore Germination Autoinhibitor Gloeosporone
Schreiber, Stuart L.,Kelly, Sarah E.,Porco, John A.,Sammakia, Tarek,Suh, Edward M.
, p. 6210 - 6218 (2007/10/02)
Gloeosporone 1 is an autoinhibitor of spore germination that was recently isolated from conidia of Colletotrichum gloeosporioides.The structure initially proposed by Meyer et al. contained an unusual oxocane ring system (1a).A stereoselective synthesis of
Concise Enantioselective Synthesis of (-)-Gloeosporone from (S)-O-Benzylglycidol
Takano, Seiichi,Shimazaki, Youichi,Takahashi, Michiyasu,Ogasawara, Kunio
, p. 1004 - 1005 (2007/10/02)
Concise enantioselective synthesis of (-)-gloeosporone, a germination self-inhibitor isolated from Colletotrichum gloeosporioides, has been established using (S)-O-benzylglycidol as a chiral template.
