Benzyne Insertion onto β-Keto Esters of Polycyclic Natural Products: Synthesis of Benzo Octacyclo Scaffolds

Shivakrishna Kallepu; Karekar Sanjeev; Rambabu Chegondi; Prathama S Mainkar; Srivari Chandrasekhar

doi:10.1021/acs.orglett.8b03070

Benzyne Insertion onto β-Keto Esters of Polycyclic Natural Products: Synthesis of Benzo Octacyclo Scaffolds

Org Lett. 2018 Nov 16;20(22):7121-7124. doi: 10.1021/acs.orglett.8b03070. Epub 2018 Nov 5.

Authors

Shivakrishna Kallepu¹, Karekar Sanjeev^{1

2}, Rambabu Chegondi^{1

2}, Prathama S Mainkar^{1

2}, Srivari Chandrasekhar^{1

2}

Affiliations

¹ Department of Organic Synthesis & Process Chemistry , CSIR-Indian Institute of Chemical Technology (CSIR-IICT) , Hyderabad 500007 , India.
² Academy of Scientific and Innovative Research (AcSIR) , New Delhi 110025 , India.

PMID: 30394755
DOI: 10.1021/acs.orglett.8b03070

Abstract

Benzyne insertion to build the privileged scaffold of a [6.8.6]-tricyclic framework on polycyclic and sp³-rich natural products has been developed. The formation of the [6.8.6]-tricyclic ring system is solvent dependent.

Publication types

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