(±)-3, 4, 4a, 5, 6, 7-HEXAHYDRO-4a, 7, 7-TRIMETHYL-1 (2 H)-NAPHTHALENONE

RA Bunce, RS Childress

Index: Bunce, Richard A.; Childress, R. Shawn Organic Preparations and Procedures International, 1995 , vol. 27, # 6 p. 709 - 713

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Abstract

A recent photochemical study in this laboratory required the preparation of (i)-3, 4, 4a, 5, 6, 7- hexahydro-4a, 7, 7-trimethyl-1 (2H)-naphthalenone (1). Retrosynthetic analysis suggested that 1 should be readily available by intramolecular aldol condensation of (+)-2, 2-dimethyl-4- (1-methyl-3-oxocyc1ohexyl) butanal (2). Precedent for this closure has appeared in earlier work describing annulations based on acid-mediated cyclization of keto acetals' and in a ...