Diiodosilane. 4. Direct Reduction of Ketals and Acetals in the Presence of Unprotected Carbonyls. A Case of Inverted Chemoselectivity
E Keinan, M Sahai, R Shvily
Index: Keinan; Sahai; Shvily Synthesis, 1991 , # 8 p. 641 - 643
Full Text: HTML
Citation Number: 6
Abstract
Ketals and acetals are selectively reduced by diiodosilane to iodoal-kanes in preference to ketones and aldehydes. This inversion of the normal order of reactivity of the “protected” and “unprotected" carbonyls allows partial reduction of polycarbonyl compounds with unusual
Related Articles:
[Purushottamachar, Puranik; Njar, Vincent C.O. Steroids, 2012 , vol. 77, # 14 p. 1530 - 1534]
[Kirschning, Andreas; Altwicker, Carsten; Drger, Gerald; Harders, Jan; Hoffmann, Nora; Hoffmann, Ulrich; Schnfeld, Hagen; Solodenko, Wladimir; Kunz, Ulrich Angewandte Chemie - International Edition, 2001 , vol. 40, # 21 p. 3995 - 3998]
Removal of methoxyethoxymethyl ethers with trimethylsilyl chloride-sodium iodide
[Rigby, James H.; Wilson, JoAnn Zbur Tetrahedron Letters, 1984 , vol. 25, # 14 p. 1429 - 1432]
[Holland, Herbert L.; Dore, Sophia; Xu, Weili; Brown, Frances M. Steroids, 1994 , vol. 59, # 11 p. 642 - 647]
PREPARATION OF α, β-UNSATURATED CARBOXYLIC ESTERS BY THE REACTION OF ACI-NITROESTERS WITH …
[Mitsunobu, Oyo; Kimura, Junji; Shimizu, Tatsuhiko; Kawashima, Atsushi Chemistry Letters, 1980 , p. 927 - 930]