Highly stereoselective and stereodivergent synthesis of four types of THF cores in acetogenins using a C4-chiral building block.
Highly stereoselective and stereodivergent synthesis of four types of THF cores in acetogenins using a C4-chiral building block.
复制标题
使用 C4 手性结构单元高度立体选择性和立体发散地合成 acetogenins 中的四种类型的 THF 核心。
DOI：
10.1021/ol026393j
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发表时间：
2002
期刊：
影响因子：
5.2
通讯作者：
Tetsuaki Tanaka
中科院分区：
文献类型：
--
作者：
N. Maezaki;N. Kojima;Mikito Asai;Hiroaki Tominaga;Tetsuaki Tanaka
[reaction: see text] Four stereoisomers of the THF cores, synthetic intermediates of acetogenins, have been synthesized with high diastereoselectivity by asymmetric alkynylation and subsequent stereodivergent THF ring formation. The asymmetric alkynylation of alpha-oxyaldehyde with (S)-3-butyne-1,2-diol derivatives (C4-unit) gave good yields of syn and anti adducts with >97:3 dr and 94:6 dr, respectively. These adducts were converted into the four types of THF compounds via one-pot THF formation or via intramolecular Williamson synthesis.
影响因子：
56.9
作者：
Tokunaga, M;Larrow, JF;Jacobsen, EN
通讯作者：
Jacobsen, EN