Breaking and Making of Olefins Simultaneously Using Ozonolysis: Application to the Synthesis of Useful Building Blocks and Macrocyclic Core of Solomonamides

Kashinath, K. ; Dhara, Santu ; Reddy, D. Srinivasa (2015) Breaking and Making of Olefins Simultaneously Using Ozonolysis: Application to the Synthesis of Useful Building Blocks and Macrocyclic Core of Solomonamides Organic Letters, 17 (9). pp. 2090-2093. ISSN 1523-7060

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Official URL: http://doi.org/10.1021/acs.orglett.5b00637

Related URL: http://dx.doi.org/10.1021/acs.orglett.5b00637

Abstract

A simple and practical one-pot, two-directional approach to access olefinic esters through simultaneous breaking and making of olefins using ozonolysis of alkenyl aryl selenides is disclosed. The scope of the method with a variety of examples is demonstrated, and the end products obtained here are useful building blocks. As a direct application of the present method, the macrocyclic core of potent anti-inflammatory natural cyclic peptides, solomonamides, is synthesized.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society
ID Code:121948
Deposited On:23 Jul 2021 09:41
Last Modified:23 Jul 2021 09:41

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