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Direct access to spirobiisoxazoline via double 1,3-dipolar cycloaddition of nitrile oxide with allenoate

Abstract

The double [3+2]-cycloadditions between nitrile oxides and allenoates have been achieved. In the presence of DABCO combined with Et3N, 2-substitutedbuta-2,3-dienoates reacted with oxime chlorides to afford spirobiisoxazolines in 55-90% yields via the double 1,3-dipolar cycloaddition. Notably, construction of double isoxazoline moieties and two chiral centers including a spiro carbon center were achieved.

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Publication details

The article was received on 08 Dec 2017, accepted on 04 Jan 2018 and first published on 04 Jan 2018


Article type: Communication
DOI: 10.1039/C7OB03040A
Citation: Org. Biomol. Chem., 2018, Accepted Manuscript
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    Direct access to spirobiisoxazoline via double 1,3-dipolar cycloaddition of nitrile oxide with allenoate

    W. Li, X. Shang, K. Liu, Z. Zhang, X. Xu and P. Li, Org. Biomol. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C7OB03040A

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