Tetrahedron

A synthetic entry into fused pyran derivatives through carbon transfer reactions of 1, 3-oxazinanes and oxazolidines with carbon nucleophiles

K Singh, J Singh, H Singh

Index: Singh, Kamaljit; Singh, Jasbir; Singh, Harjit Tetrahedron, 1996 , vol. 52, # 45 p. 14273 - 14280

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Citation Number: 192

Abstract

Acid catalysed condensations of various 2 substituted 1, 3-oxazinanes 3 and 1, 3- oxazolidines 4 with cyclic carbon nucleophiles viz. 5, 5-dimethyl-1, 3-cyclohexanedione and 1, 3-cyclohexanedione furnish xanthene derivatives, whereas a Knoevenagel reaction proceeds with acyclic nucleophiles. In case of 4b and 4c, a unique synthesis of functionalised α-tetralones has emerged. Reactions of mixtures of cyclic and acyclic ...