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2005
Furan derivatives
R 0060
Novel Lactonization of Ethenetricarboxylate Derivatives: Intermolecular Trapof Alkenes. — An unprecedented cyclization of the title compounds takes place
29- 116 ping
by trapping of alkenes generated in situ in the presence of a Lewis acid such as SnCl4.
γ-Lactone products are formed in high yields. The reaction of predeprotected carboxylic acid (VI) and various alkenes in the presence of SnCl4 yields a variety of γ-lactones
in good yields. The use of a catalytic amount of SnCl4 is also tested but affords mostly
lower yields. Other Lewis acids can be used as well: in some cases the products are
obtained in higher diastereoselectivity but mostly on the cost of the yield. —
(YAMAZAKI*, S.; OHMITSU, K.; OHI, K.; OTSUBO, T.; MORIYAMA, K.; Org.
Lett. 7 (2005) 5, 759-762; Dep. Chem., Nara Univ. Educ., Takabatake, Nara 630,
Japan; Eng.) — Steudel
2005
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