Process for preparation of lineatin

Details Process for preparation of lineatin Process for preparation of lineatin

C - Chemistry, Metallurgy

07

D

260/353.8

C07D 493/08 (2006.01) C07D 309/18 (2006.01) C07D 311/94 (2006.01)

Patent

CA 1192208

ABSTRACT Synthesis of (?)-lineatin (3,3,7-trimethyl-2,9-dioxatricyclo- [3.3.1.04,7]nonane) by a four-step sequence from 2,2,4-trimethyl-5,6- dihydro-2H-pyran is disclosed. The key step involves the formation of a dichlorocyclobutanone using dichloroketene cycloaddition. Modification of the usual conditions for dichloroketene generation are necessary in order to suppress side reactions in this step. The conversion of the cycloaduct to lineatin are carried out with standard synthetic tech- niques in an overall yield of 10.12%.

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