Total synthesis of (+)-monocerin via tandem dihydroxylation-SN2 cyclization and a copper mediated tandem cyanation–lactonization approach-Reference-Cited by-同舟云学术

Total synthesis of (+)-monocerin via tandem dihydroxylation-SN2 cyclization and a copper mediated tandem cyanation–lactonization approach

Published:2014 Issue:31 Volume:12 Page:5973-5980
ISSN:1477-0520
Container-title:Org. Biomol. Chem.
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Nookaraju U.¹²³,Begari Eeshwaraiah¹²³,Kumar Pradeep¹²³

Affiliation:

1. CSIR-National Chemical Laboratory

2. Division of Organic Chemistry

3. Pune, India

Abstract

A simple and novel synthesis of (+)-monocerin was achieved from 3-buten-1-ol employing HKR, Julia olefination, intramolecular tandem Sharpless asymmetric dihydroxylation-S_N2 cyclization and a novel copper mediated tandem cyanation–cyclization as the key steps.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2014/OB/C4OB00965G

Reference38 articles.

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2. Metabolites of Helminthosporium monoceras: structures of monocerin and related benzopyrans

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4. Biosynthesis of monocerin. Incorporation of 2H-, 13C-, and 18O-labelled acetates by Drechslera ravenelii

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