815580-11-1Relevant academic research and scientific papers
De novo synthesis of l -colitose and l -rhodinose building blocks
Calin, Oliviana,Pragani, Rajan,Seeberger, Peter H.
, p. 870 - 877 (2012/03/26)
A divergent, practical, and efficient de novo synthesis of fully functionalized l-colitose (3,6-dideoxy-l-galactose), 2-epi-colitose (3,6-dideoxy-l-talose), and l-rhodinose (2,3,6-trideoxy-l-galactose) building blocks has been achieved using inexpensive, commercially available (S)-ethyl lactate as the starting material. The routes center around a diastereoselective Cram-chelated allylation that provides a common homoallylic alcohol intermediate. Oxidation of this common intermediate finally resulted in the synthesis of the three monosaccharide building blocks.
Concise total synthesis and structure assignment of TAN-1085
Ohmori, Ken,Mon, Keiji,Ishikawa, Yuji,Tsuruta, Hideyuki,Kuwahara, Shunsuke,Harada, Nobuyuki,Suzuki, Keisuke
, p. 3167 - 3171 (2007/10/03)
Rapid access to the tetracyclic core of TAN-1085 (1) was possible by exploiting three efficient processes: a tandem electrocyclic reaction (A), a pinacol cyclization (B), and a regioselective monobenzoylation of a 1,2-diol (C), which allowed the first total synthesis of 1.
