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Synthesis of seven-membered lactones by regioselective and stereoselective iodolactonization of electron-deficient olefins

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Abstract

A regio- and stereoselective iodolactonization of internal electron-deficient olefinic acids has been reported, which provides a straightforward access to a series of multi-functionalized seven-membered lactones containing two consecutive chiral centers. The ester substituents on the olefins played a key role in achieving high regioselectivity. This result was proved through experiments and DFT calculations.

Graphical abstract: Synthesis of seven-membered lactones by regioselective and stereoselective iodolactonization of electron-deficient olefins

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Submitted
02 Jan 2020
Accepted
30 Apr 2020
First published
30 Apr 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Synthesis of seven-membered lactones by regioselective and stereoselective iodolactonization of electron-deficient olefins

P. Tang, Y. Shao, L. Wang, Y. Wei, M. Li, N. Zhang, X. Luo, Z. Ke, Y. Liu and M. Zeng, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC10080F

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