학술논문
Approach to 6a-epipretazettine and 6a-epiprecriwelline via an intramolecular 2-azaallyl anion cycloaddition reaction
Document Type
Academic Journal
Source
Journal of Organic Chemistry. Sept 23, 1994, Vol. 59 Issue 19, p5662, 10 p.
Subject
Language
ISSN
0022-3263
Abstract
Intramolecular cycloaddition of a 2-azaallyl anion with a diene produces a cycloadduct, which helps prepare allylic methyl ethers, potential precursors for 6a-epipretazettine and 6a-epiprecriwelline. Preparation of a cycloadduct hexahydroindole proceeds with complete control of relative stereochemistry. A Stille coupling reaction produces a (2-azallyl)stannane, which undergoes tin-lithium exchange, generating a 2-azallyl anion.