245736-18-9Relevant articles and documents
Construction of Iterative Tetrahydrofuran Ring Units and Total Synthesis of (+)-Goniocin
Suzuki, Ai,Sasaki, Mai,Nakagishi, Tetsuya,Ueda, Tsuyoshi,Hoshiya, Naoyuki,Uenishi, Jun'ichi
, p. 2248 - 2251 (2016)
Cytotoxic acetogenin (+)-goniocin has been synthesized in 17 steps from (R)-O-tritylglycidol. The core structure of the contiguous C22-C10 threo-trans-threo-trans-threo-trans-tris-tetrahydrofuran (THF) ring involving an iterative THF-ring unit was synthesized. An iterative THF ring unit was constructed from an alkenyl-substituted THF ring in four steps including a Pd(II)-catalyzed ring-closing reaction and cross-metathesis. This method is general and allows the preparation of both trans-threo-trans- and trans-threo-cis-THF ring units flexibly.
Synthesis and absolute stereochemical assignment of (+)-miyakolide
Evans, David A.,Ripin, David H. B.,Halstead, David P.,Campos, Kevin R.
, p. 6816 - 6826 (2007/10/03)
The first total synthesis of the marine macrolide miyakolide has been achieved, and its absolute stereochemistry has been determined. The carbon skeleton is assembled in a convergent fashion from three fragments via esterification, [3 + 2] dipolar cycload