Synthesis 2020; 52(05): 735-743
DOI: 10.1055/s-0039-1691494
paper
© Georg Thieme Verlag Stuttgart · New York

Studies towards the Total Synthesis of Kadcotrione B

Julakanti Satyanarayana Reddy
a   Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, Telangana, India   Email: sjsnreddy@gmail.com
,
Marri Gangababu
a   Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, Telangana, India   Email: sjsnreddy@gmail.com
,
Patel Manimala
a   Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, Telangana, India   Email: sjsnreddy@gmail.com
,
Aluru Rammohan
a   Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, Telangana, India   Email: sjsnreddy@gmail.com
b   Department of Chemistry, Sri Venkateswara University, Tirupati 517502, Andhra Pradesh, India
,
Jillu Singh Yadav
a   Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, Telangana, India   Email: sjsnreddy@gmail.com
› Author Affiliations
Further Information

Publication History

Received: 08 September 2019

Accepted after revision: 05 November 2019

Publication Date:
21 November 2019 (online)


Abstract

A convergent and efficient approach towards the total synthesis of Kadcotrione B is described. For this purpose, the syntheses of two fragments, 6/6/5-fused tricyclic ring and C-9 side chain, were accomplished. The salient features of these syntheses are the utilization of aldol condensation, Evans aldol reaction, Horner–Wadsworth–Emmons olefination, Michael addition, Robinson annulation, and Wacker oxidation.

Supporting Information