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.
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.
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
