242808-65-7Relevant academic research and scientific papers
Synthesis of the spiroketal core of integramycin
Prusov, Evgeny V.
, p. 2446 - 2450 (2014/01/06)
A concise synthetic strategy towards the spiroketal core of the HIV-integrase inhibitor integramycin (1) was developed. The required ketone precursor was efficiently constructed from two simple and easily accessible subunits by means of a hydrozirconation/copper catalyzed acylation reaction. The effects of different protecting groups on the spiroketalization step were also investigated.
Asymmetric syntheses of all stereoisomers of 3-hydroxyproline; A constituent of several bioactive compounds
Kumar, Togapur Pavan,Chandrasekhar, Srivari
, p. 2889 - 2894 (2012/10/29)
Synthesis of an unusual β-hydroxy-α-amino acid, 3-hydroxyproline, and its derivatives have been achieved enantioselectively by employing Sharpless asymmetric epoxidation and reductive cyclization as the key steps. Georg Thieme Verlag Stuttgart ? New York.
Synthesis of the C7-26 fragment of amphidinolides G and H
Hara, Akihiro,Morimoto, Ryo,Ishikawa, Yuichi,Nishiyama, Shigeru
supporting information; experimental part, p. 4036 - 4039 (2011/10/04)
A new approach to the synthesis of the C7-26 fragment of amphidinolides G and H was developed. In the sequence, the C7-18 portion of this fragment was synthesized using an acetylide coupling protocol, while an Evans alkylation and Sharpless asymmetric dihydroxylation were employed as key steps in construction of the C19-26 subfragment. Finally, both of these units were joined by utilizing an aldol coupling reaction to produce the target C7-26 fragment in good yield.
Synthesis of the bis-spiroacetal C25-C40 moiety of the antimitotic agent spirastrellolide B using a bis-dithiane deprotection/spiroacetalisation sequence
Chen, Jack Li-Yang,Brimble, Margaret A.
scheme or table, p. 3967 - 3969 (2010/07/07)
Use of a bis-dithiane deprotection-tandem bis-spiroacetalisation sequence was key to the successful synthesis of the [5,6,6]-bis-spiroacetal of the antimitotic agent spirastrellolide B, achieved in a highly convergent fashion involving successive dithiane alkylations.
Stereoconvergent synthesis of the C1-C11 and C12-C24 fragments of (-)-macrolactin-A
Yadav,Raj Kumar,Sabitha
, p. 463 - 466 (2008/09/18)
Stereoconvergent syntheses of the C1-C11 and C12-C24 fragments of (-)-macrolactin-A are reported.
A convergent approach for the total synthesis of (-)-synrotolide diacetate
Srihari,Prem Kumar,Subbarayudu,Yadav
, p. 6977 - 6981 (2008/02/13)
A simple carbohydrate based convergent approach towards the total synthesis of (-)-synrotolide diacetate is described employing a Sharpless asymmetric epoxidation, a Grignard assisted lactol opening with a terminal alkyne and a Wittig reaction using the H
Pestalotiopsin A. Side chain installation and exhaustive probing of olefin metathesis as a possible tool for elaborating the cyclononene ring
Paquette, Leo A.,Dong, Shuzhi,Parker, Gregory D.
, p. 7135 - 7147 (2008/02/11)
(Chemical Equation Presented) A program directed toward an asymmetric synthesis of pestalotiopsin A is described. The routing begins with the dextrorotatory cyclobutanol 37, which is combined with the enantiomerically defined building blocks ent-15 and 16
Asymmetric synthesis of ( - )-7-epiaustraline and (+)-1,7-diepiaustraline
Tang, Minyan,Pyne, Stephen G.
, p. 7818 - 7824 (2007/10/03)
A diastereoselective and modular approach to the synthesis of the 3-hydroxymethyl-2,3,5,6,7,7a-hexahydro-1H-pyrrolizine-1,2,7-triol structure, characteristic of several natural pyrrolizidine natural products, has been developed. This approach culminated i
Synthesis and evaluation of A-ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D3 (OCT)
Hatakeyama, Susumi,Okano, Toshio,Maeyama, Junji,Esumi, Tomoyuki,Hiyamizu, Hiroko,Iwabuchi, Yoshiharu,Nakagawa, Kimie,Ozono, Keiichi,Kawase, Akira,Kubodera, Noboru
, p. 403 - 415 (2007/10/03)
A-ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D3 (OCT) (2), 3-epi-1α,25-dihydroxy-22-oxavitamin D3 (3-epiOCT) (3) and 1,3-diepi-1α,25-dihydroxy-22-oxavitamin D3 (1,3-diepiOCT) (4) were synthesized by the convergent method. In vitro binding affinity for rat vitamin D binding protein and calf-thymus vitamin D receptor, differentiation-inducing activity on HL-60 cells, and transcriptional activity of 3-epiOCT (3) and 1,3-diepiOCT (4) were evaluated in comparison with OCT (2), 1-epi-1α,25-dihydroxy-22-oxavitamin D3 (1-epiOCT) (5) and 1α,25-dihydroxyvitamin D3 (1).
Synthetic studies on ciguatoxin [1]; construction of the spiro acetal part (C46-C55)
Oka, Takahiro,Murai, Akio
, p. 1 - 20 (2007/10/03)
The spiro acetal part (C46-C55) of ciguatoxin was synthesized stereoselectively.
