Short Communication

Enantioselective Synthesis of Functionalized 1-Benzoxepines by Phenoxide Ion Mediated 7-endo-tet Carbocyclization of Cyclic Sulfates†‡

  1. Sajal Kumar Das,
  2. Subal Kumar Dinda,
  3. Gautam Panda

Article first published online: 2 DEC 2008

DOI: 10.1002/ejoc.200800661

Issue

European Journal of Organic Chemistry

European Journal of Organic Chemistry

Volume 2009, Issue 2, pages 204–207, January 2009

Additional Information

How to Cite

Das, S. K., Dinda, S. K. and Panda, G. (2009), Enantioselective Synthesis of Functionalized 1-Benzoxepines by Phenoxide Ion Mediated 7-endo-tet Carbocyclization of Cyclic Sulfates. Eur. J. Org. Chem., 2009: 204–207. doi: 10.1002/ejoc.200800661

Author Information

  1. Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow 226001, UP, India, Fax: +91-5222623405

  1. †

    CDRI communication number 7471.

  2. ‡

    Dedicated to Professor Goverdhan Mehta on his 65th birthday

Publication History

  1. Issue published online: 2 JAN 2009
  2. Article first published online: 2 DEC 2008
  3. Manuscript Received: 3 JUL 2008

Funded by

  • Department of Science and Technology, New Delhi, India. Grant Number: SR/S1/OC-23/2005

SEARCH

SEARCH BY CITATION

ARTICLE TOOLS

View Full Article with Supporting Information (HTML) Get PDF (205K)

Keywords:

  • 1-Benzoxepine;
  • Sharpless asymmetric dihydroxylation;
  • Cyclic sulfate

Abstract

A new asymmetric synthesis of 2,3-disubstituted 1-benzoxepines is described. Key steps include Sharpless asymmetricdihydroxylation of trans-α,β-unsaturated esters and phenoxide ion mediated intramolecular 7-endo-tet carbocyclization of syn-2,3-dihydroxy ester derived cyclic sulfates. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

View Full Article with Supporting Information (HTML) Get PDF (205K)