Synthesis of the Entire Framework of Tartrolon B ... - ACS Publications

Furthermore, the stereochemistry at C11, which is set from the aldol reaction consequently ... at C9, which is set from the subsequent Evans-Tishchenk...
0 downloads 0 Views 11KB Size
ORGANIC LETTERS 2007 Vol. 9, No. 19 3859

Additions and Corrections

Volume 8, 2006

Yi Jin Kim and Daesung Lee* Synthesis of the Entire Framework of Tartrolon B Utilizing a Silicon-Tethered Ring-Closing Metathesis Strategy. Page 5219. The stereochemistry at C2 should be changed from S to R for all relevant structures in the Abstract, Schemes 2-4, Table 1, and the Supporting Information. The stereochemistry at C7, C8, C9, and C11 should be inverted in all relevant structures in the Abstract, Schemes 2-4, Table 1, and the Supporting Information. Although all relevant configurations shown match that of the natural product, the wrong enantiomer of B-methoxydiisopinocampheylborane was used to synthesize intermediate 11 (Scheme 2). The correct reagent that leads to the configuration shown is (+)-B-methoxydiisopinocampheylborane. However, (-)B-methoxydiisopinocampheylborane was used by mistake. Therefore, in all pertaining structures, configuration at C7, C8 should be changed from (7S,8S) to (7R,8R). Furthermore, the stereochemistry at C11, which is set from the aldol reaction consequently needs to be inverted from (S) to (R), as does the stereochemistry at C9, which is set from the subsequent Evans-Tishchenko reaction. A revised structure for the final product 24 is shown.

Page S2, Supporting Information. (+)-B-Methoxydiisopinocampheylborane should be changed to (-)-B-methoxydiisopinocampheylborane. OL701721V 10.1021/ol701721v Published on Web 08/08/2007