Format

Send to

Choose Destination
Org Biomol Chem. 2018 Nov 7;16(43):8169-8174. doi: 10.1039/c8ob02034e.

Highly diastereoselective synthesis of cyclopropane-fused spiro-pseudoindoxyl derivatives through [2 + 1] annulation of 2-ylideneoxindoles and sulfonium bromides.

Author information

1
State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, China. pengcheng@cdutcm.edu.cn huangwei@cdutcm.edu.cn.

Abstract

Compared with the intensively studied C3 spirooxindoles, limited reliable approaches are reported for synthesizing structurally analogous C2-spiropseudoindoxyl derivatives. Here, we developed an efficient method for highly diastereoselective synthesis of cyclopropane-fused spiropseudoindoxyl derivatives (up to 88% yield and >20 : 1 dr in all cases) through [2 + 1] annulation of (Z)-2-ylideneoxindoles with sulfur ylides.

PMID:
30346007
DOI:
10.1039/c8ob02034e

Supplemental Content

Full text links

Icon for Royal Society of Chemistry
Loading ...
Support Center