146758-90-9Relevant articles and documents
Catalytic carbometalation/cross-coupling sequence across alkynyl(2-pyridyl)silanes leading to a diversity-oriented synthesis of tamoxifen-type tetrasubstituted olefins
Kamei, Toshiyuki,Itami, Kenichiro,Yoshida, Jun-Ichi
, p. 1824 - 1835 (2007/10/03)
A general synthetic scheme for tamoxifen-type tetrasubstituted olefins based on the novel Cu-catalyzed carbomagnesation across alkynyl(2-pyridyl)silane has been developed. A wide array of electronically and structurally diverse tetrasubstituted olefins can be prepared in a regiocontrolled, stereo-controlled, and diversity-oriented manner. Noteworthy features are that (i) the three aryl groups, which are believed to be important (essential) for anti-estrogenic activity, can be varied at will because they all stem from readily available aryl iodides, and (ii) any stereo- and regioisomers can, in principle, be prepared by simply changing the order use of the aryl iodides in the sequence.
Diversity-Oriented Synthesis of Tamoxifen-type Tetrasubstituted Olefins
Itami, Kenichiro,Kamei, Toshiyuki,Yoshida, Jun-Ichi
, p. 14670 - 14671 (2007/10/03)
A general synthetic scheme for tamoxifen-type tetrasubstituted olefins based on the novel Cu-catalyzed carbomagnesation across alkynyl(2-pyridyl)silane has been developed. A wide array of electronically and structurally diverse tetrasubstituted olefins can be prepared in a regiocontrolled, stereocontrolled, and diversity-oriented manner. Noteworthy features are that (i) the three aryl groups, which are believed to be important (essential) for anti-estrogenic activity, can be varied at will because they all stem from readily available aryl iodides, and (ii) any stereo- and regioisomers can, in principle, be prepared by simply changing the applying order of aryl iodides into the sequence. Copyright
A synthesis of enantiomerically enriched propargyl silanes
Fleming, Ian,Mwaniki, Joseph M.
, p. 1237 - 1247 (2007/10/03)
Reduction of ethyl 3-methyl-, 3-isopropyl- and 3-n-pentyl-3-[dimethyl(phenyl)silyl]propanoates 4 with DIBAL to the aldehydes 5, enol trifluoromethanesulfonate (triflate) formation using trifluoromethanesulfonic (triflic) anhydride and 2,6-di-tert-butylpyridine, and elimination using LDA, gives the propargyl silanes 8. The esters 4 could also be prepared enantiomerically enriched (11), and the final products are the enantiomerically enriched propargyl (homochiral) silanes 14.