Issue 72, 2018

Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides

Abstract

We report the synthesis of bipyridyl ligands and these ligands were applied in the chromium-catalyzed enantioselective Nozaki–Hiyama–Kishi allylation of substituted (2-ethoxycarbonyl)benzaldehydes and subsequently lactonized to synthesize phthalides with an optimal enantioselectivity of 99%. This approach was applied to synthesize (S)-cytosporone E at a 71% yield in three steps.

Graphical abstract: Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides

Supplementary files

Article information

Article type
Paper
Submitted
21 Nov 2018
Accepted
23 Nov 2018
First published
12 Dec 2018
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2018,8, 41355-41357

Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides

S. V. Kumbhar and C. Chen, RSC Adv., 2018, 8, 41355 DOI: 10.1039/C8RA09575B

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