Substrate and stereocontrolled iodocycloetherification of highly functionalized enantiomerically pure allylic alcohols: application to synthesis of cytotoxic 2-epi jaspine B and its biological evaluation-Reference-Cited by-同舟云学术

Substrate and stereocontrolled iodocycloetherification of highly functionalized enantiomerically pure allylic alcohols: application to synthesis of cytotoxic 2-epi jaspine B and its biological evaluation

Published:2015 Issue:30 Volume:13 Page:8241-8250
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Kundooru Somireddy¹²³⁴,Das Pintu¹²³⁴,Meena Sanjeev⁵²³⁴,Kumar Vikash⁶²³⁴,Siddiqi Mohammad Imran⁶²³⁴,Datta Dipak⁵²³⁴,Shaw Arun K.¹²³⁴

Affiliation:

1. Division of Medicinal and Process Chemistry

2. CSIR-Central Drug Research Institute

3. Lucknow

4. India

5. Biochemistry Division

6. Molecular and Structural Biology Division

Abstract

A mechanistic study on iodocycloetherification of enantiopure allylic alcohols is established. Its application to synthesis of marine cytotoxic 2-epi jaspine B has been demonstrated.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/OB/C5OB01123J

Reference68 articles.

1. Highly Regioselective Synthesis of 1,3-Diiodonaphthalene Derivatives via a Sequential Cascade Iodocyclization

2. Iodocyclization of Hydroxylamine Derivatives Based on the Control of Oxidative Aromatization Leading to 2,5-Dihydroisoxazoles and Isoxazoles

3. Reagent-Controlled Oxidative Aromatization in Iodocyclization: Switchable Access to Dihydropyrazoles and Pyrazoles

4. Diastereoselective Synthesis of 2,3,5-Trisubstituted Tetrahydrofurans via Cyclofunctionalization Reactions. Evidence of Stereoelectronic Effects

5. Stereocontrolled cyclofunctionalizations of double bonds through heterocyclic intermediates

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