立体中心
对映选择合成
产量(工程)
化学
Diels-Alder反应
立体选择性
蜘蛛精子
还原(数学)
全合成
组合化学
立体化学
有机化学
数学
催化作用
材料科学
冶金
吲哚试验
几何学
作者
Madavi S. Prasad,Balaji Sankar,Amitabh Jha,Chetan Nayak Sugali,Murugesan Sivaprakash,Raju Chowhan L
标识
DOI:10.1002/asia.202300419
摘要
Abstract Herein, we disclose the enantioselective synthesis of novel tricyclic fluorooctahydrofuranoindole spirooxindoles bearing five contiguous stereocenters via an organocatalytic sequential Diels‐Alder/Reduction/Fluoroetherifiction reaction strategy. The potential of the developed approach was witnessed by generating vast examples (up to 20 examples) of library molecules embedding natural product core with good yields and phenomenal diastereo‐ and enantioselectivities (up to 77 % overall yield, up to 99 % ee and 10 : 1 dr). The synthetic utility of our protocol was further demonstrated by synthesizing tricyclic iodooctahydroindole spirooxindole framework through sequential Diels‐Alder/reduction/iodoetherification reaction in 65 % overall yield and excellent stereoselectivity (99 % ee and 4 : 1 dr).
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