The preparation of 3,3a,4,5-tetrahydronaphth[1,2-c]isoxazoles from dilithiated 1-tetralone oxime and select aromatic aldehydes

Dilithiated 1-tetralone oxime was condensed with several electron enriched aromatic aldehydes, such as 4-methoxybenzaldehyde or lithiated 4-hydroxybenzaldehyde, followed by acid cyclization to new tetrahydronaphthisoxazoles, 3,3a,4,5-tetrahydronaphth[1,2-c]isoxazoles, with a trans geometry of the C3-H and C3a-H protons that was confirmed by X-ray single crystal analysis.

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