Parallel modification of tropane alkaloids

Aberle, Nicholas S., Ganesan, A., Lambert, John N., Saubern, Simon and Smith, Reg (2001) Parallel modification of tropane alkaloids. Tetrahedron Letters, 42 (10), 1975-1977. (doi:10.1016/S0040-4039(01)00028-4).

Record type: Article

Abstract

Various tropane alkaloids have been prepared by structural modification of the readily available natural product, scopolamine 1. Reaction of isocyanates with 6,7-dehydrotropine 5 provided a number of urethanes 6a-e. Reductive amination of tropinone 7 and subsequent reaction with isocyanates provided ureas 9a-f. Mitsunobu inversion of the C-3 alcohol of tropine 10 afforded the epimeric ester 11.

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Published date: 2001

Keywords: mitsunobu reaction, derivatives, reagents

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Identifiers

Local EPrints ID: 19373

URI: http://eprints.soton.ac.uk/id/eprint/19373

DOI: doi:10.1016/S0040-4039(01)00028-4

ISSN: 0040-4039

PURE UUID: c79e5b0e-6280-453a-b636-9266e3a1f2de

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Date deposited: 13 Feb 2006

Last modified: 15 Mar 2024 06:15

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Contributors

Author: Nicholas S. Aberle

Author: A. Ganesan

Author: John N. Lambert

Author: Simon Saubern

Author: Reg Smith

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