Medium ring compounds part II The synthesis of 6-ketodecanolide.

✍ Scribed by Irving J. Borowitz; Gregory J. Williams

• Book ID: 104240429
• Publisher: Elsevier Science
• Year: 1965
• Tongue: French
• Weight: 171 KB
• Volume: 6
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)89130-9

✦ Synopsis

The synthesis of 6-ketononanolide from tetrahydrochroman (I) (1) has recently been described. The extension of this procedure to 6-ketodecanolide (VI) requires the synthesis of the hithezco unknown tetrahydrohomochroman (III). This compound should be available a priori via the reduction of homochroman or by an extension of the methods reported for the synthesis of I (3) and II (4). A modification of the latter methods was favored since it would more easily lend itself to the synthesis of larger rings.