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2005
Organo-tin compounds
S 4800
Silylstannylation of Allenes and Silylstannylation—Cyclization of Allenynes. Synof Highly Functionalized Allylstannanes and Carbocyclic and Heterocyclic
07- 174 thesis
Compounds. — The Pd-catalyzed treatment of allenes with silylstannanes results in
highly regio- and stereoselective formation of (E)-allylstannanes. The latter are important synthons. The reaction of allenynes leads to acyclic adducts or cyclization products
depending on the nature of allenyne, choice of tin reagent, and conditions used. For
example, allenynes bearing an internal alkyne moiety or a β-lactam unit only give acyclic adducts. Starting from pyrrolidine derivatives highly functionalized fused pyrrolidines and indolizidines can be formed. Additionally, it is shown that distannanes and
borostannanes react similarly, but the products are obtained in lower yields and their
isolation is problematic. — (KUMARESWARAN, R.; SHIN, S.; GALLOU, I.;
RAJANBABU*, T. V.; J. Org. Chem. 69 (2004) 21, 7157-7170; Dep. Chem., Ohio
State Univ., Columbus, OH 43210, USA; Eng.) — Jannicke
2005
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