121352-88-3Relevant academic research and scientific papers
The formal total synthesis of epothilone A
Kalesse, Markus,Quitschalle, Monika,Claus, Eckhard,Gerlach, Kai,Pahl, Axel,Meyer, Hartmut H.
, p. 2817 - 2823 (2007/10/03)
The formal total synthesis of epothilone A is described. The key steps in the synthesis of the northern hemisphere are a Z-selective ten-membered ring-closing metathesis reaction (RCM) and the diastereoselective alkylation at C8. Aldehyde 3 is formed by introduction of the thiazole moiety by a Wittig reaction and subsequent functional group transformation. An efficient route to keto acid 5 is described.
Synthesis of Bryostatins. 1. Construction of the C(1)-C(16) Fragment
Blanchette, Mary A.,Malamas, Michael S.,Nantz, Michael H.,Roberts, John C.,Somfai, Peter,et al.
, p. 2817 - 2825 (2007/10/02)
The synthesis of fragment AB of bryostatin 1 is described.Two aldol coupling reactions involving (i) chiral fragment A with achiral B and (ii) chiral fragment A1 with achiral A2 constitute crucial steps in which an external chiral boron reagent is used to control stereoselectivity in the creation of a new stereogenic center.This type of double asymmetric synthesis, although rarely precedented, provides a powerful means of stereocontrol over the fragment assembly.
