Gold(I)-Catalyzed Hydroaminaloxylation and Petasis-Ferrier Rearrangement Cascade of Aminaloalkynes

Amol B Gade; Nitin T Patil

doi:10.1021/acs.orglett.6b00585

Gold(I)-Catalyzed Hydroaminaloxylation and Petasis-Ferrier Rearrangement Cascade of Aminaloalkynes

Org Lett. 2016 Apr 15;18(8):1844-7. doi: 10.1021/acs.orglett.6b00585. Epub 2016 Mar 30.

Authors

Amol B Gade^{1

2}, Nitin T Patil^{1

2}

Affiliations

¹ Division of Organic Chemistry, CSIR-National Chemical Laboratory , Dr. Homi Bhabha Road, Pune - 411008, India.
² Academy of Scientific and Innovative Research (AcSIR) , New Delhi 110025, India.

PMID: 27028540
DOI: 10.1021/acs.orglett.6b00585

Abstract

An efficient method has been developed to generate a diverse array of indolizidines and quinolizidines from readily available aminaloalkynes via a gold(I)-catalyzed hydroaminaloxylation and Petasis-Ferrier rearrangement cascade. The method enabled a formal synthesis of (±)-antofine.

Publication types

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

MeSH terms

Alkynes / chemistry
Biochemical Phenomena
Catalysis
Gold / chemistry*
Indoles / chemical synthesis*
Indoles / chemistry
Molecular Structure
Phenanthrolines / chemical synthesis*
Phenanthrolines / chemistry

Substances

Alkynes
Indoles
Phenanthrolines
antofine
Gold