I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.
The lithio-derivative undergoes Peterson-type olefination (see Appendix 4) with aldehydes and ketones to give the ketene dithioacetals, useful intermediates in a variety of reactions: J. Org. Chem., 37, 1926 (1972); J. Chem. Soc., Perkin 1, 2272 (1973); Chem. Ber., 106, 2277 (1973). Further reaction with carbonyl compounds provides, after deprotection, a useful -lactone synthesis. An alternative PhSeCl-promoted ring closure, followed by selenoxide elimination gives the butenolide: J. Org. Chem., 45, 2236 (1980):/n
For a review of the chemistry of ketene dithioacetals, see: Synthesis, 171 (1990)./n
Tandem bis-alkylation with epoxides provides a route to enantiopure 1,5-diols and related compounds; the key step is a [1,4] Brook rearrangement of the initially-formed alkoxide: Synlett, 511 (1994):/n
Review of the chemistry of mixed organosulfur/organosilicon compounds: Tetrahedron, 44, 281 (1988)./n