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Asymmetric Synthesis of the C(17)——C(28) Subunit of Didemnaketal B
引用本文:李学强,何勤,涂永强,张辅民,张书宇.Asymmetric Synthesis of the C(17)——C(28) Subunit of Didemnaketal B[J].中国化学,2007,25(9):1357-1362.
作者姓名:李学强  何勤  涂永强  张辅民  张书宇
作者单位:[1]Department of Chemistry and the State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, China [2]Department of Chemistry and the Key Laboratory of Natural Gas Conversion, Ningxia University, Yinchuan, Ningxia 750021, China [3]West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610000, China
基金项目:Project supported by the National Natural Science Foundation of China (Nos. 20021001, 203900501) and the Chang Jiang Scholars Program of China.
摘    要:The stereocontrolled synthesis of the C(17)--C(28) fragment 3 of didemnaketal B was accomplished in 21 steps from the natural (R)-(+)-pulegone and (S)-(--)-citronellal. The key steps involved diastereoselective construction of two chiral carbon centers through the intramolecular chiral induction and uncommon Julia olefination of ketone forming the E-trisubstituted C(22)--C(23) double bound.

关 键 词:合成作用  非对称性  化学研究  实验方法
修稿时间:2006-08-22

Asymmetric Synthesis of the C(17)——C(28) Subunit of Didemnaketal B
LI Xue-Qiang,HE Qin, TU Yong-Qiang, ZHANG Fu-Mina, ZHANG Shu-Yu.Asymmetric Synthesis of the C(17)——C(28) Subunit of Didemnaketal B[J].Chinese Journal of Chemistry,2007,25(9):1357-1362.
Authors:LI Xue-Qiang  HE Qin  TU Yong-Qiang  ZHANG Fu-Mina  ZHANG Shu-Yu
Institution:1. Department of Chemistry and the State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, China ;2. Department of Chemistry and the Key Laboratory of Natural Gas Conversion, Ningxia University, Yinchuan, 3. West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610000, China
Abstract:The stereocontrolled synthesis of the C(17)–C(28) fragment 3 of didemnaketal B was accomplished in 21 steps from the natural (R)‐(+)‐pulegone and (S)‐(?)‐citronellal. The key steps involved diastereoselective construction of two chiral carbon centers through the intramolecular chiral induction and uncommon Julia olefination of ketone forming the E‐trisubstituted C(22)–C(23) double bound.
Keywords:didemnaketal B  stereoselective synthesis  Mitsunobu reaction  Julia coupling
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