133941-75-0Relevant articles and documents
Storable arylpalladium(II) reagents for alkene labeling in aqueous media
Simmons, Rebecca L.,Yu, Robert T.,Myers, Andrew G.
supporting information; experimental part, p. 15870 - 15873 (2011/11/13)
We show that arylpalladium(II) reagents linked to biotin and indocyanine dye residues can be prepared by decarboxylative palladation of appropriately substituted electron-rich benzoic acid derivatives. When prepared under the conditions described, these organometallic intermediates are tolerant of air and water, can be stored for several months in solution in dimethyl sulfoxide, and permit biotin- and indocyanine dye-labeling of functionally complex olefinic substrates in water by Heck-type coupling reactions.
Regio- and stereoselective preparation of ascomycin-d1 and FK 506-d1
Acemoglu, Murat,Andres, Hendrik,Moenius, Thomas
, p. 361 - 370 (2007/10/03)
The immunosuppressive macrolides ascomycin 1 and FK 506 2 were stereoselectively deuteriated at C(32) using Curran's radical translocating method. Both AIBN and Et3B/O2 were tested as radical initiator for the radical translocation/reduction step with Bu3SnD as reducing agent. Despite only minor structural differences, ascomycin and FK 506 showed remarkably different behaviour under the radical translocation/reduction conditions. Higher stereoselectivities were observed with Et3B/O2 as initiator, presumably due to lower reaction temperatures applied in this case. Copyright
