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Cascade Sequences in Organic Synthesis: A Lesson from Nature?

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Shelagh T. Dennison and David C. Harrowven

University of Southampton, Highfield, Southampton, United Kingdom

J. Chem. Educ., 1996, 73 (8), p 697

DOI: 10.1021/ed073p697

Publication Date (Web): August 1, 1996

Section:

History, Education, and Documentation

Abstract

This article addresses the attempts of synthetic chemists to mimic nature's syntheses of terpene natural products in the laboratory. The article begins with a brief overview of cation mediated cyclization reactions. Some simple examples are used to highlight important concepts such as the influence of intermediate stability, steric factors, and transition state structure on the outcome of a reaction. These ideas are then extended and developed towards sequential and transannular cyclizations. The article is primarily aimed at sophomores and undergraduates with an interest in organic/biological chemistry.

Keywords (Audience):

Graduate Education / Research

Keywords (Domain):

Organic Chemistry

Keywords (Subject):

Synthesis

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Received: August 03, 2009

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Cascade Sequences in Organic Synthesis: A Lesson from Nature?

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