Next page synthesis steps

Steps in prokaryotic protein synthesis (translation). (Continued on the next page)... 

The selective cleavage of a cyclopropane ring has also been used in a stereo-controlled total synthesis of the antitumor lactone vernolepin (10). A key step involved reaction of 4 with sodium p-methoxythiophenoxide, which was used rather than sodium thiophenoxide because the corresponding sulfoxide is less prone to i yw-elimination than a phenyl sulfoxide in the next step, 5 6. Remaining steps involved epoxidation and reduction to the diol (9). Conversion of 9 to 10 included hydrolysis, lactonization, and methylenation, accomplished in 227 yield. See structure on page 422. 

The unique features of the Nozaki-Hiyama Kishi reaction make this an attractive methodology in the application to natural products synthesis, particularly the pronounced chemoselectivity and remarkable compatability with an array of functional groups. However, there are very few reports published of the application of enantioselective NHK reactions in the total synthesis of natural products. This section is divided into three parts 1) preparation of fragments with the NHK reaction in the synthesis of a portion of a natural product 2) the NHK reaction in the final or second last step of a natural product 3) the NHK reaction utilized anywhere in the total synthesis of a natural product. The next several pages show natural products where the NHK reaction have been employed in the syntheses of natural products since Fiirstner s review published in 1999. ... 

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