Synthesis and Structure of a New Chiral Oxaziridine from (3-Oxo-camphorsulfonyl)imine-Reference-Cited by-同舟云学术

Synthesis and Structure of a New Chiral Oxaziridine from (3-Oxo-camphorsulfonyl)imine

Published:1989-11-01 Issue:11 Volume:44 Page:1453-1458
ISSN:1865-7117
Container-title:Zeitschrift für Naturforschung B
language:en
Short-container-title:

Author:

Meladinis Vassilios¹,Herrmann Rudolf¹,Steigelmann Oliver²,Müller Gerhard²

Affiliation:

1. Organisch-Chemisches Institut der Technischen Universität München Lichtenbergstraße 4 D-8046 Garching (F.R.G.)

2. Anorganisch-Chemisches Institut der Technischen Universität München Lichtenbergstraße 4 D-8046 Garching (F.R.G.)

Abstract

Oxidation of (3-oxo-camphorsulfonyl)imine (1) by magnesium monoperoxyphthalate does not lead to the oxaziridine obtained with 3-chloro-perbenzoic acid, but to a new chiral oxaziridine containing an additional oxygen atom (Baeyer-Villiger type oxidation). The structure of the product is established by X-ray crystallography, and reaction pathways for the oxidation of 1 by peracids are discussed.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/znb-1989-1122/pdf

Cited by 12 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Synthesis of alkynyl-substituted camphor derivatives and their use in the preparation of paclitaxel-related compounds;Beilstein Journal of Organic Chemistry;2017-06-26

2. Strecker degradation of amino acids promoted by a camphor-derived sulfonamide;Beilstein Journal of Organic Chemistry;2016-04-18

3. (Camphorylsulfonyl)oxaziridine;Encyclopedia of Reagents for Organic Synthesis;2007-03-15

4. Chapter 1 Asymmetric sulfoxidation - chemical and enzymatic;Synthetic and Stereochemical Aspects;1998

5. RECENT ADVANCES IN THE SYNTHESIS OF SULFOXIDES FROM SULFIDES;Phosphorus, Sulfur, and Silicon and the Related Elements;1996-10-01