Abstract: Reactions of lithium derivaties of 7, 9-dithiatricyclo [4.3. 1. 01, 6] deca-2, 4-diene (3) and 1, 5-dimethyI-2, 4-dithiabicy-cl0 [3. lO] hexane (4) with electrophiles (E) such as DCI, carbon dioxide, benzaldehyde, and alkyl halides resulted in the exclusive formation of products having E at the trans position (Le., anti side to the cyclopropane ring) as judged by'H NMR, suggesting the selectivity of ca. 50: l. Lithiation followed by methylation of the ...