Tetrahedron Letters p. 4025 - 4028 (1981)
Update date:2022-09-26
Topics:
Chan, Lam
Matlin, Stephen A.
The first example of carbenoid ring expansion of thiophene to a 2H-thiopyran has been observed in its Rh-catalysed reaction with benzhydryl 6-diazopenicillinate.Buchner ring expansion of anisole with the same carbenoid gives two isomeric methoxy-cycloheptatrienes by attact on the upper face of the β-lactam ring.In one of the isomers, the methoxyl group shows a strong conformational preference in solution, revealed by n.O.e. difference spectroscopy.
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