ScienceAsia 23 (1997): 051-055 |doi: 10.2306/scienceasia1513-1874.1997.23.051

HOMO-ALLYLIC REARRANGEMENT OF CYCLOPROPYLKETENE DITHIOACETAL UNDER THE MUKAIYAMA'S HYDROLYSIS CONDITIONS

WILAIPORN CHAMCHAANG^a, CHAWANEE SIRICHAIWAT^b, BONGKOCH TARNCHOMPOO^b and YODHATHAI THEBTARANONTH^{* a,b}

ABSTRACT: Under the Mukaiyama's conditions for hydrolysis of dithioacetal the cyclopropylketene dithioacetal 2 gave, instead of the ketene 3, the chlorocyclopropyl thioester 5 which underwent consecutive ring opening via homo-allylic rearrangement to finally give 7.

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a Department of Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 104001 Thailand.
b National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency, Rama 6 Road, Bangkok 104001 Thailand.

Received January 8, 1997