1260145-38-7Relevant academic research and scientific papers
A concise and straightforward approach to total synthesis of (+)-Strictifolione and formal synthesis of Cryptofolione via a unified strategy
Li, Xiaotong,Wang, Gaopeng,Zhang, Zhibin,Wu, Na,Yang, Qianqian,Huang, Shuangping,Wang, Xiaoji
, p. 1031 - 1039 (2019)
We describe a concise and straightforward approach to the total syntheses of (+)-Strictifolione and Cryptofolione in the longest linear sequences of four steps and six steps from 3-phenyl propanal and trans-cinnamaldehyde, respectively. The route utilized a titanium tetraisopropoxide/(R)-[1,1'-binaphthalene]-2,2'-diol catalyzed Mukaiyama aldol reaction, indium(0)-promoted Barbier reaction, and olefin cross-metathesis as the key reactions.
Synthesis of the Proposed Structure of Cryptoconcatone H
Csókás, Dániel,Bates, Roderick W.
supporting information, p. 178 - 180 (2019/01/14)
A synthesis of the proposed structure of cryptoconcatone H and one diastereoisomer has been achieved, featuring a tandem deprotection-oxa-Michael addition to establish the tetrahydropyran moiety. Comparison of the NMR spectroscopic data confirms that the original structural assignment was incorrect.
Anti-trypanosome anticancer natural product Cryptofolione synthesizing method
-
, (2018/10/11)
The invention discloses an anti-trypanosome anticancer natural product Cryptofolione synthesizing method. The synthesizing method disclosed by the invention comprises the steps: after acrolein and silyl enol ether are utilized to perform Mukaiyama aldol reaction, sodium borohydride is used for reducing ketone into alcohol, and then pyridinium p-toluenesulfonate refluxes in a methylbenzene solutionto obtain compound shown in a formula 5; after cinnamyl aldehyde and an evans chiral aid are used for performing evans aldol reaction, diisobutyl aluminum hydride is used for reducing the cinnamyl aldehyde and the evans chiral aid at first, and then addition with metal indium activated 3-propylene bromine is performed to obtain compound shown in a formula 9; the compound shown in the formula 9 isresolved and purified for many times by kinetic resolution; the compound shown in the formula 9 and 2,2-diemthoxy propane can obtain fragment type 10 compound under the pyridinium p-toluenesulfonatecondition, the fragment type 10 compound and fragment type 5 compound can generate olefin metathesis reaction through a Grubbs secondary catalyst, and protecting groups of the fragment type 10 compound are removed under the hydrochloric acid condition to obtain Cryptofolione.
Efficient stereoselective total synthesis of (+)-cryptofolione and the first synthesis of (-)-cryptocaryalactone
Balasubramanyam,Chinna Reddy, Gandolla,Salvanna, Nayaki,Das, Biswanath
, p. 3706 - 3710 (2011/12/16)
The stereoselective syntheses of the naturally occurring -pyrone derivatives (+)-cryptofolione and (-)-cryptocaryalactone were efficiently accomplished by using propane-1,3-diol as the starting material. Keck allylation, Mitsunobu center inversion, and ol
Stereoselective total synthesis of (+)-cryptofolione and (+)-goniothalamin
Das, Biswanath,Nagendra, Siddavatam,Reddy, Cheruku Ravindra
, p. 1249 - 1254 (2011/10/19)
The stereoselective total synthesis of two naturally occurring α-pyrone derivatives (+)-cryptofolione and (+)-goniothalamin has been accomplished via a common intermediate. The synthetic sequence involves the asymmetric reduction of a propargyl ketone and olefin cross-metathesis as the key reactions.
Stereoselective approaches to the total synthesis of (6R,4′S, 6′R)-cryptofolione
Sabitha, Gowravaram,Reddy, S. Siva Sankara,Reddy, D. Vasudeva,Bhaskar, Vangala,Yadav, Jhillu S.
experimental part, p. 3453 - 3460 (2010/11/20)
Total syntheses of cryptofolione were accomplished by two different routes via a common intermediate that underwent a cross-metathesis (CM) reaction with a vinyl lactone. The intermediate was prepared by coupling of an acyl anion equivalent with a chiral allyl epoxide synthon, or by Prins cyclization of a trans-cinnamaldehyde with a chiral homoallylic alcohol. Goniothalamin was obtained as a cross-metathesis product of the diacetate and vinyl lactone. Georg Thieme Verlag Stuttgart.
