Formal Alder-ene reaction of a bicyclo[1.1.0]butane in the synthesis of the tricyclic quaternary ammonium core of daphniglaucins

Ueda, M and Walczak, MAA and Wipf, P (2008) Formal Alder-ene reaction of a bicyclo[1.1.0]butane in the synthesis of the tricyclic quaternary ammonium core of daphniglaucins. Tetrahedron Letters, 49 (41). 5986 - 5989. ISSN 0040-4039

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Abstract

A tricyclic substructure of the tetracyclic nitrogen core of the daphniglaucins was formed by an oxidative activation of the allyl side chain of a bicyclo[1.1.0]butylmethylamine, a spontaneous intramolecular formal Alder-ene reaction, and a selective cyclization of a triol intermediate. © 2008 Elsevier Ltd. All rights reserved.

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Details

Item Type:	Article
Status:	Published
Creators/Authors:	Creators Email Pitt Username ORCID Ueda, M Walczak, MAA Wipf, P pwipf@pitt.edu PWIPF
Date:	6 October 2008
Date Type:	Publication
Journal or Publication Title:	Tetrahedron Letters
Volume:	49
Number:	41
Page Range:	5986 - 5989
DOI or Unique Handle:	10.1016/j.tetlet.2008.07.179
Schools and Programs:	Dietrich School of Arts and Sciences > Chemistry
Refereed:	Yes
ISSN:	0040-4039
PubMed Central ID:	PMC2575373
PubMed ID:	19129907
Date Deposited:	03 Jul 2013 15:45
Last Modified:	19 Jan 2019 14:55
URI:	http://d-scholarship-dev.library.pitt.edu/id/eprint/19251

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