Synthesis of Biaryl-Containing Medium-Ring Systems by Organocuprate Oxi- dation: Applications in the Total Synthesis of Ellagitannin Natural Products
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چکیده
SYNTHESIS 2009, No. 22, pp 3880–3896xx.xx.2009 Advanced online publication: 07.10.2009 DOI: 10.1055/s-0029-1218154; Art ID: Z36709SS © Georg Thieme Verlag Stuttgart · New York Abstract: In this feature article we discuss the construction of biaryl-containing medium-sized rings by organocuprate oxidation and the application of this chemistry in the synthesis of members of the ellagitannin family of natural products. A concise and efficient total synthesis of the ellagitannin sanguiin H-5 is highlighted. Studies towards the synthesis of elaeocarpusin are also presented.
منابع مشابه
Total synthesis of sanguiin H-5.
Using an atropdiastereoselective oxidative biaryl coupling as the key step, the total synthesis of the ellagitannin natural product sanguiin H-5 is reported. Both organomagnesium and organozinc based metalation methodologies were used to efficiently construct the strained medium-ring core of the natural product.
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تاریخ انتشار 2009