121929-87-1Relevant articles and documents
Stereoselective total synthesis of ieodomycin C
Tungen, J?rn E.,Aursnes, Marius,Hansen, Trond Vidar
, p. 3793 - 3797 (2014)
A concise stereoselective synthesis of the marine natural product ieodomycin C (3) has been achieved from commercially available pyridinium-1-sulfonate (8) in eight linear steps and 14% overall yield. The key synthetic steps included a B-alkyl Suzuki-Miyaura cross-coupling reaction and an Evans-Nagao acetate aldol reaction. The same synthetic sequence was used for preparing the enantiomer of ieodomycin C (3). Our efforts confirmed the structure of the antibacterial natural product 3.
Total Syntheses of Disorazoles A1 and B1 and Full Structural Elucidation of Disorazole B1
Nicolaou,Bellavance, Gabriel,Buchman, Marek,Pulukuri, Kiran Kumar
supporting information, p. 15636 - 15639 (2017/11/14)
Described herein are the first total syntheses of naturally occurring antitumor agents disorazoles A1 and B1 and the full structural assignment of the latter. The syntheses were achieved through convergent strategies employing enantioselective constructions of the required building blocks, including a novel Sharpless epoxidation/enzymatic kinetic resolution of stannane-containing substrates that led selectively to both enantiomeric forms of an epoxy vinyl stannane, and a series of coupling reactions, including a Wittig reaction, a Suzuki coupling, a Stille coupling, a Yamaguchi esterification and a Yamaguchi macrolactonization.
Highly diastereoselective alkylation of chiral tin(II) enolates onto cyclic acyl imines. An efficient assymetric synthesis of bicyclic alkaloids bearing a nitrogen atom ring juncture
Nagao,Dai,Ochiai,Tsukagoshi,Fujita
, p. 1148 - 1156 (2007/10/02)
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