Correction to highly regioselective synthesis of 2,3,4-trisubstituted 1H-pyrroles: A formal total synthesis of Lukianol A (Journal of Organic Chemistry (2000) 65, (3587) DOI: 10.1021/jo9915224))

Full text of DOI:10.1021/jo901655y

Correction to Highly Regioselective Synthesis of 2,3,4-
Trisubstituted 1H-Pyrroles: A Formal Total Synthesis
of Lukianol A [J. Org. Chem. 2000, 65, 3587. DOI:
with p-methoxybenzeneboronic acid gave the 1-protected
2, 3, 4-trisubstituted pyrrole 19 (Scheme 5).”
10.1021/jo9915224]. Jian-Hui Liu, Qing-Chuan Yang,
Thomas C. W. Mak, and Henry N. C. Wong*
SCHEME 5
Page 3589. Scheme 5 should be corrected as indicated
below (based on the X-ray crystallographic analysis of 19
(Figure 1)).
Page 3593. “N,N-Dimethyl 2-Methoxycarbonyl-3-iodo-4-tri-
methylsilylethynyl-1H-prrrole-1-sulf-Onamide (18).” should be
corrected as follows: “N,N-Dimethyl 2-Methoxycarbonyl-3-(tri-
methylsilyl)-4-(iodoethynyl)-1H-pyrrole-1-sulfonamide (18).”
“N,N-Dimethyl-2-Methoxycarbonyl-3-(p-methoxyphenyl)-4-
trimethylsilylethynyl-1H-pyrrole-1-sulfonamide (19).” should
be corrected as follows: “N,N-Dimethyl-2-Methoxycarbonyl-
FIGURE 1. ORTEP (ellipsoids at 50% probability) diagram of 19.
3-(trimethylsilyl)-4-(p-methoxyphenylethynyl)-1H-pyrrole-1-
sulfonamide (19).”
Page 3595. Supporting Information Available paragraph
Page 3589. “Employing 15a as the starting material,
its remaining trimethylsilyl group was again replaced regio-
specifically by an iodo group, providing 18 in 82% yield.
Finally, Suzuki reaction of 18 with p-methoxybenzenebo-
ronic acid gave the 1-protected 2,3,4-trisubstituted pyrrole
1
should read: “ H and C NMR spectra for the compounds
13
prepared and X-ray structural results of 6, 13, trans-16b, 25c,
19, and 31. This material is available free of charge via the
Internet at http://pubs.acs.org.” X-ray data for 19 (CIF) is
available with this correction.
1
1
9 (Scheme 5).” should be corrected as follows: “Employing
5a as the starting material, its trimethylsilyl on the terminal
triple bond was replaced regiospecifically by an iodo group,
providing 18 in 82% yield. Finally, Suzuki reaction of 18
DOI: 10.1021/jo901655y
Published on Web 08/11/2009
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