Total Synthesis of (−)-Bitungolide F and Determination of its Absolute

Total Synthesis of (−)-Bitungolide F and Determination of its Absolute Stereochemistry. Subhash Ghosh*, Soma Uday Kumar and J. Shashidhar. J. Org. C...
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Vol. 73, 2008

Subhash Ghosh,* Soma Uday Kumar, and J. Shashidhar Indian

Institute of Chemical Technology, Hyderabad 500 007, India Total Synthesis of (-)-Bitungolide F and Determination of its Absolute Stereochemistry.

Page 1584. Left column. “(2S,5E,7S)-1-[1-(tert-Butyl)-1,1diphenylsilyl]oxy-7-[(4S,5S)-5-ethyl-2-(4-methoxyphenyl)-1,3dioxan-4-yl]-2-[(1,1,1-triethylsilyl)oxy]-5-octen-4-one (25)” should read as follows: “(2S,5E,7R)-1-[1-(tert-Butyl)-1,1diphenylsilyl]oxy-7-[(4R,5R)-5-ethyl-2-(4-methoxyphenyl)1,3-dioxan-4-yl]-2-[(1,1,1-triethylsilyl)oxy]-5-octen-4one (25)”. Page 1584. Right column. “(2S,4S,6S)-1-[1-(tert-Butyl)-1,1diphenylsilyl]oxy-6-[(4S,5S)-5-ethyl-2-(4-methoxyphenyl)-1,3dioxan-4-yl]heptane-2,4-diol (27)” should read as follows: “(2S,4R,7R)-1-[1-(tert-Butyl)-1,1-diphenylsilyl]oxy-7-[(4R,5R)5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]octane-2,4-diol (27)”. Page 1584. Right column. “(5S,6S)-6-(1S,3S,5S)-6-[1-(tertButyl)-1,1-dimethylsilyl]oxy-1-methyl-3,5-di[(1,1,1-triisopropylsilyl)oxy]hexyl-5-ethyl-5,6-dihydro-2H-2-pyranone (33)” should read as follows: “(5R,6R)-6-((1R,4R,6S)-7-[1-(tertButyl)-1,1-dimethylsilyl]oxy-1-methyl-4,6-di[(1,1,1-triisopropylsilyl)oxy]heptyl)-5-ethyl-5,6-dihydro-2 H-2-pyranone (33)”. Page1584.Rightcolumn“(5S,6S)-5-Ethyl-6-(1S,3S,5S,6E,8E)1-methyl-9-phenyl-3,5-di-[(1,1,1-triisopropylsilyl)oxy]-6,8nonadienyl-5,6-dihydro-2H-2-pyranone (35)” should read as follows “(5R,6R)-5-Ethyl-6-((1R,4R,6S,7E,9E)-1-methyl-10phenyl-4,6-di[(1,1,1-triisopropylsilyl)oxy]-7,9-decadienyl)-5,6dihydro-2H-2-pyranone (35)”.

Maryon Ginistry, Marie-Noelle Roy, Jean-Christophe Poupon, Anne Picard, and Andre´ B. Charette.* TetraarylphosphoniumSupported Carbodiimide Reagents: Synthesis, Structure Optimization and Applications.

Page 2542. The original authors wish to add two extra authors to this paper in view of their initial contributions to the work. The correct author identification byline should now read as follows: Maryon Ginistry, Marie-Noelle Roy, Jean-Christophe Poupon, Anne Picard, and Andre´ B. Charette.* JO801495B 10.1021/jo801495b Published on Web 07/30/2008

Alicia Boto,* Da´cil Herna´ndez, and Rosendo Herna´ndez.* Efficient Conversion of Carbohydrates into 1-C-Alditols: Application to the Synthesis of Chiral γ-Substituted Butenolides and Bicyclic Alkaloid Analogues.

Page 5290. The structures of compounds 30, 33, 36, and 39 in Table 1 (and Supporting Information) are incorrect. The correct structures are shown below:

Page 5291. Scheme 5 should be modified as follows:

In the Supporting Information, the incorrect nomenclature of compounds 17-20, 12, 26, 11, 28, 29, 10, 30, 31, 32, 9, and 34 was corrected. The corrected Supporting Information is included. We thank Professor A. Srikrishna for bringing this information to our attention. Supporting Information Available: This material is available free of charge via the Internet at http://pubs.acs.org. JO801320U 10.1021/jo801320u Published on Web 07/17/2008

6946 J. Org. Chem. 2008, 73, 6946

JO801706N 10.1021/jo801706n Published on Web 08/12/2008