@article{861a789c992247d7b9a6a146568a9b0b,
title = "Chelation controlled addition of ethyl pyruvate to cyclic allylic stannanes: A diastereospecific route to functionalised bicyclic γ-lactones",
abstract = "Methyltin trichloride and indium(III) chloride promote ethyl pyruvate addition to cyclic allylic stannanes to produce α-methyl-α-hydroxy esters with excellent threo-diastereoselectivity (92-100{\%} de). These reactions probably proceed via an initial γ-anti transmetallation followed by a metallo-ene cycloaddition involving internal chelation. The resulting esters can be diastereospecifically converted to the corresponding bicyclic bromolactones.",
keywords = "Allylic stannanes, Bicyclic γ- lactones, Diastereoselectivity, Transmetallation",
author = "{Wayan Muderawan}, I. and Bott, {Raymond C.} and Young, {David J.}",
year = "1998",
month = "11",
doi = "10.1055/s-1998-2196",
language = "English",
volume = "1998",
pages = "1640--1644",
journal = "Synthesis: journal of synthetic organic chemistry",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "11",
}