Chemistry Publications

Document Type

Article

Publication Date

12-18-2007

Journal

Organic letters

Volume

10

Issue

2

First Page

157

Last Page

159

URL with Digital Object Identifier

10.1021/ol702376j

Abstract

The total synthesis of (+/-)-goniomitine has been accomplished in 17 linear steps with 5.2% overall yield starting from commercially available delta-valerolactam. A synthetic highlight includes the first application of a formal [3 + 2] cycloaddition between a highly functionalized nitrile and a donor-acceptor cyclopropane to prepare an indole nucleus. The use of a microwave reactor is shown to greatly improve the reaction times for two steps.


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