Stereodivergent Construction of Csp3−Csp3 Bonds Bearing Vicinal Stereocenters by Synergistic Palladium and Phase-Transfer Catalysis,Angewandte Chemie International Edition

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Stereodivergent Construction of Csp3−Csp3 Bonds Bearing Vicinal Stereocenters by Synergistic Palladium and Phase-Transfer Catalysis
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2022-11-15 , DOI: 10.1002/anie.202215714
Jingqiang Han ₁ , Rixin Liu ₁ , Zitong Lin ₁ , Weiwei Zi _{1,

2}

Affiliation

A stereodivergent Csp³−Csp³ coupling of 1,3-dienes with oxindoles was achieved by synergizing a palladium and a chiral phase-transfer catalyst in a biphasic system. Both the syn and anti products, which have vicinal quaternary and tertiary stereocenters, could be selectively achieved in good yields with high enantio- and diastereoselectivities. This is the first stereodivergent synthesis via metal/phase-transfer catalysis.

中文翻译：

钯和相转移催化协同构建带有邻位立构中心的 Csp3−Csp3 键

通过在双相系统中协同钯和手性相转移催化剂，实现了 1,3-二烯与羟吲哚的立体发散Csp ³ -Csp ^3偶联。具有邻位四级和三级立构中心的顺式和反式产物可以以高对映和非对映选择性以良好的收率选择性地实现。这是第一个通过金属/相转移催化的立体发散合成。

更新日期：2022-11-15

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