First total synthesis of (−)-(3S, 6R)-3, 6-dihydroxy-10-methylundecanoic acid
X Zhang, S Da, C Zhang, Z Xie, Y Li
Index: Zhang, Xianshu; Da, Shijun; Zhang, Chaoxin; Xie, Zhixiang; Li, Ying Tetrahedron Letters, 2006 , vol. 47, # 4 p. 507 - 509
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Citation Number: 5
Abstract
The first total synthesis of (3S, 6R)-3, 6-dihydroxy-10-methylundecanoic acid was accomplished from commercially available 1-bromo-3-methylbutane in 11 steps and 25.8% overall yield. The key steps were asymmetric allylic alkylations via allyldiisopinocampheylborane and hydroboration–oxidation.
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