Studies towards the total synthesis of (+)-13-deoxytedanolide: stereoselective synthesis of C1–C9 and C9–C17 fragments

Yadav, Jhillu Singh ; Chinnam, Vijaya Vardhan ; Das, Saibal (2016) Studies towards the total synthesis of (+)-13-deoxytedanolide: stereoselective synthesis of C1–C9 and C9–C17 fragments Tetrahedron Letters, 57 (7). pp. 728-731. ISSN 0040-4039

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Official URL: http://doi.org/10.1016/J.Tetlet.2015.12.101

Related URL: http://dx.doi.org/10.1016/J.Tetlet.2015.12.101

Abstract

A facile and stereoselective synthesis of C1–C9 and C9–C17 fragments of (+)-13-deoxytedanolide and studies towards the synthesis of (+)-13-deoxytedanolide was accomplished in 20 linear steps. The key transformations of fragment 6 are Sharpless asymmetric dihydroxylation and preparation of terminal olefin from primary alcohol utilising organo selenium reaction. The key transformations of fragment 7 are from Sharpless epoxidation and Crimmin’s syn aldol chemistry.

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ID Code:135702
Deposited On:10 Aug 2023 10:09
Last Modified:10 Aug 2023 10:09

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