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.
