127665-68-3Relevant academic research and scientific papers
Stereoselective synthesis of the C3-C15 fragment of callyspongiolide
Reddy Ramidi, Gopal,Yadav, Jhillu S.,Mohapatra, Debendra K.
supporting information, p. 3579 - 3582 (2018/09/10)
The synthesis of C3-C15 fragment of callyspongiolide, a 14-membered macrolides isolated from the marine sponge Callyspongia sp., which was collected from the Indonesia, is reported. Highlights of the synthesis include construction of E-olefin through Juli
Formal synthesis of (+)-crocacin C
Pasqua, Adele E.,Ferrari, Frank D.,Crawford, James J.,Marquez, Rodolfo
scheme or table, p. 2114 - 2116 (2012/07/13)
The formal synthesis of (+)-crocacin C is reported. The approach described takes advantage of a highly regioselective epoxide cuprate addition and a diastereoselective Overman rearrangement. The synthesis is practical and amenable to scale up.
Synthetic studies of the 18-membered antitumor macrolide, tedanolide. 3. Stereocontrolled synthesis of the C1-C12 part via a synthesis of the C1-C7 fragment by a mismatched but efficient sharpless dihydroxylation and its coupling with the C8-C11 fragment
Matsushima, Tomohiro,Mori, Michiko,Zheng, Bao-Zhong,Maeda, Hiroshi,Nakajima, Noriyuki,Uenishi, Jun-Ichi,Yonemitsu, Osamu
, p. 308 - 321 (2007/10/03)
The C1-C12 part (4) of tedanolide (1) was synthesized starting from methyl (R)-3-hydroxy-2-methylpropionate (11a) via a coupling between the C1- C7 aldehyde (6) and the C8-C11 iodoalkene (7a). For a synthesis of 6, a mismatched but highly efficient Sharpless dihydroxylation of the α,β- unsaturated ester (15) with AD-mix-α was successfully applied. Compound 7a was synthesized using hydrozirconation to the alkyne (32).
Synthetic studies of 18-membered antitumor macrolide, tedanolide. 2. Stereoselective synthesis of the C1 - C7 fragment via a mismatched but highly efficient sharpless dihydroxylation
Matsushima, Tomohiro,Mori, Michiko,Nakajima, Noriyuki,Maeda, Hiroshi,Uenishi, Jun-Ichi,Yonemitsu, Osamu
, p. 1335 - 1336 (2007/10/03)
The C1 - C7 fragment (4) of tedanolide (1) was synthesized starting from methyl (R)-3-hydroxy-2-methyl-propionate via a mismatched but highly efficient sharpless dihydroxylation of the C1 - C7 α,β-unsaturated ester (6) with AD-mix-α.
Highly Felkin-Anh Selective Hiyama Additions of Chiral Allylic Bromides to Aldehydes. Application to the First Synthesis of Nephromopsinic Acid and Its Enantiomer
Mulzer, Johann,Kattner, Lars,Strecker, Achim R.,Schr?der, Christian,Buschmann, Jürgen,Lehmann, Christian,Luger, Peter
, p. 4218 - 4229 (2007/10/02)
The chromium(II)-mediated addition ("Hiyama reaction") of the chiral allylic bromides 13, 15, 19, 22, 24, and 27 to achiral and chiral aldehydes proceeds with high Felkin-Anh selectivity with respect to the stereocenter at Cγ in the bromide (Table II). By
