Total Synthesis of the Putative Structure of Deoxypumiliotoxin 193H by an Ireland–Claisen Rearrangement

European Journal of Organic Chemistry 2015
Gints Šmits, Rolands Zemribo

A stereoselective total synthesis of one diastereomer of 8-deoxypumiliotoxin 193H is described. The concise total synthesis features the use of readily available natural amino acids as the starting materials and the Ireland-Claisen rearrangement as the key stereochemistry controlling step. A stereoselective total synthesis of 8-deoxypumiliotoxin 193H is described. The concise total synthesis features the use of readily available starting materials, namely, natural amino acids and the Ireland-Claisen rearrangement as the key stereochemistry controlling step.

Keywords
Amino acids, Boron, Natural products, Sigmatropic rearrangement, Total synthesis
DOI
10.1002/ejoc.201500063

Šmits, G., Zemribo, R. Total Synthesis of the Putative Structure of Deoxypumiliotoxin 193H by an Ireland–Claisen Rearrangement. European Journal of Organic Chemistry, 2015, Vol.2015, Iss.14, pp.3152-3156. ISSN 1434-193X. e-ISSN 1099-0690. Available from: doi:10.1002/ejoc.201500063

Publication language
English (en)