Highly enantioselective intramolecular aza-spiroannulation onto indoles using chiral rhodium catalysis: asymmetric entry to the spiro-beta-lactam core of chartellines

Shigeki Sato; Masatoshi Shibuya; Naoki Kanoh; Yoshiharu Iwabuchi

doi:10.1039/b913770j

Highly enantioselective intramolecular aza-spiroannulation onto indoles using chiral rhodium catalysis: asymmetric entry to the spiro-beta-lactam core of chartellines

Chem Commun (Camb). 2009 Nov 7:(41):6264-6. doi: 10.1039/b913770j. Epub 2009 Sep 2.

Authors

Shigeki Sato¹, Masatoshi Shibuya, Naoki Kanoh, Yoshiharu Iwabuchi

Affiliation

¹ Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aobayama, Sendai 980-8578, Japan.

PMID: 19826689
DOI: 10.1039/b913770j

Abstract

A versatile, highly enantiocontrolled entry to the spiro-beta-lactam core of chartellines has been developed by expanding the scope of oxidative nitrogen atom transfer methodology based on chiral Rh-nitrenoid species.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Indoles / chemistry*
Molecular Structure
Nitrogen / chemistry
Oxidation-Reduction
Rhodium / chemistry*
Stereoisomerism
beta-Lactams / chemistry*

Substances

Indoles
beta-Lactams
Rhodium
Nitrogen