Studies toward the synthesis of strevertenes A and G: stereoselective construction of C1–C19 segments of the molecules

Literature Information

Publication Date 2018-08-23
DOI 10.1039/C8OB01754A
Impact Factor 3.876
Authors

Tapan Kumar Kuilya, Subhendu Das, Dhiman Saha, Rajib Kumar Goswami


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Abstract

Stereoselective synthesis of common C1–C19 skeletons of pentane macrolides strevertenes A and G possessing 10 stereogenic centers has been achieved using a flexible and convergent strategy. The salient features of this synthetic study include the Evans aldol reaction for the constructions of C2, C3, C13, and C14 centers, CBS reduction for the generation of a C7 center, Hoveyda–Grubbs cross olefin metathesis for the synthesis of C8–C9 bond, and Wittig olefination for the installation of C16–C19 conjugated olefins.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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