Synthetic communications

Dibromomethane as One??Carbon Source in Organic Synthesis: Formal Total Synthesis of (±)??Nephrosteranic Acid

YS Hon, CH Hsieh, HF Chen

Index: Hon, Yung-Son; Hsieh, Cheng-Han; Chen, Hsien-Fan Synthetic Communications, 2007 , vol. 37, # 10 p. 1635 - 1651

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Citation Number: 7

Abstract

Abstract A diastereoselective formal total synthesis of (±)??nephrosteranic acid (10) is described. The key step is to introduce the α??methylene group by the ozonolysis of monosubstituted alkenes followed by reaction with a preheated mixture of CH2Br2–Et2NH. The α??methyl group of compound 10 was formed from the reduction of the corresponding α?? methylene precursor.