The Tour of Collective Wisdom presents:
May Require Mojo


Literature procedures do not always give consistent results. Sometimes this is the fault of the chemist, and sometimes the fault of the chemistry. This list contains reaction chemistry from the literature that is capricious or difficult to reproduce. This page is a pure reflection of visitor input - it has never been edited internally (disclaimer: the opinions displayed here are not those of the site administrator).

Procedure:
Reference:
Verification:
Procedure Reference This procedure requires mojo Number of responses Percent who agree
Reduction of nitrile to aldehyde with 2.3 equiv. of DIBAL-H Chem. Eur. J., 2002, 8(9), 2000-2004 agree disagree 1 100%
DIBAl-H reduction of simple methyl esters to aldehydes J. Am. Chem. Soc.; 1990; 112(17) pp agree disagree 21 80%
Iodination of alcohol with CeCl3.7H2O/NaI System J.Org.Chem. 2000, 65, 2830-2833 agree disagree 14 71%
Benzylic Oxidation with IBX JACS 124 (10), 2245-2258 (2002) agree disagree 65 67%
DIBAl-H reduction of simple methyl esters to aldehydes Organic Syntheses agree disagree 356 57%
Roush's asymmetric crotylation J. Am. Chem. Soc.; 1990; 112(17) pp 6339 - 6348; http://dx.doi.org/10.1021/ja00173a023 agree disagree 35 57%
Schwartz's Reagent Organic Syntheses agree disagree 78 43%
Activation of allylbarium Organic Syntheses agree disagree 84 40%
Dess Martin Periodinane J. Org. Chem. 1983, 48, 4155. or J.Org.Chem., 64 (1999) 4537. agree disagree 53 39%
Bellamy reduction JACS 89, 1994 agree disagree 13 38%
[Pd(nbd)(Ma)] K.Itoh, Chem. Lett, 1977, 877-880 agree disagree 21 38%
Shapiro Reaction Org React. 1976, 23, 405 agree disagree 56 35%
shapiron reaction Org react. 1976,23,405 agree disagree 7 28%
Cross-metathesis of terminal olefins Grubbs agree disagree 141 25%
Acetonide of tartaric acid Van Deusen et al. Org Syn, Ann. Vol. 68, p.92; Coll. Vol. 8, p.155 agree disagree 63 25%
Evans Auxiliary Aldol Condensation Organic Syntheses agree disagree 345 5%