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2005
Cyclopentane derivatives
Q 0030
A New Entry to Functionalized Cycloalkylamines: Diastereoselective IntramolecAmidoalkylation of N,O-Acetal TMS Ether Possessing Allylsilane. — The
20- 065 ular
intramolecular amidoalkylation of N,O-acetals (I) and (VI) possessing an allylsilane
moiety on a linear chain tether is efficiently promoted by Lewis acid, especially SnCl4.
Functionalized cycloalkylamines with diastereoselectivities up to >90% are obtained.
The utility of product (II) for the synthesis of a variety of building blocks is demonstrated. — (JUNG, J.-W.; SHIN, D.-Y.; SEO, S.-Y.; KIM, S.-H.; PAEK, S.-M.; JUNG,
J.-K.; SUH*, Y.-G.; Tetrahedron Lett. 46 (2005) 4, 573-575; Coll. Pharm., Seoul Natl.
Univ., Seoul 151-742, S. Korea; Eng.) — Mais
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