CC BY-NC-ND 4.0 · SynOpen 2021; 05(04): 285-290
DOI: 10.1055/a-1647-7202
paper

Stereoselective Synthesis of the C19–C39 Fragment of Bastimolide A

Nemilikonda Sravan Kumar
a   Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201 002, India
,
B. Janaki Ramulu
a   Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India
,
Subhash Ghosh
a   Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201 002, India
› Author Affiliations
N.S.K. thanks the University Grants Commission (UGC) New Delhi for a fellowship, and B.J.R. thanks the Science and Engineering Research Board (SERB) for a National Post Doctoral Fellowship (N-PDF).


Abstract

This paper describes the synthesis of the C19–C39 fragment of the antimalarial natural product bastimolide A via addition of a functionalized C19–C26 alkyne fragment to a C27–C39 aldehyde fragment. Opening of a terminal epoxide and Noyori asymmetric reduction were used as key steps in the synthesis.

Supporting Information



Publication History

Received: 30 August 2021

Accepted after revision: 16 September 2021

Accepted Manuscript online:
17 September 2021

Article published online:
06 October 2021

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