Organic letters

Highly Efficient Chiral-Pool Synthesis of (2 S, 4 R)-4-Hydroxyornithine

J Rudolph, F Hannig, H Theis, R Wischnat

文献索引：Rudolph, Joachim; Hannig, Frithjof; Theis, Heidi; Wischnat, Ralf Organic Letters, 2001 , vol. 3, # 20 p. 3153 - 3155

全文：HTML全文

被引用次数: 24

摘要

A concise synthesis of the amino acid (2 S, 4 R)-4-hydroxyornithine is described. Starting from diprotected l-aspartic acid, the scaffold of the target compound is constructed in a three- step approach: an efficient α-nitroketone formation through acylation of nitromethane is followed by a diastereoselective reduction of the resulting ketone. In the last step, the nitro group is reduced to furnish the (2 S, 4 R)-4-hydroxyornithine scaffold. This new approach ...