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TiF4-mediated biomimetic alkylation–cyclization cascade reaction of 2-trimethylsilylmethyl-1,5-dienes with aldehydes

Academic Article
Publication Date:
2005
Short description:
TiF4-mediated biomimetic alkylation–cyclization cascade reaction of 2-trimethylsilylmethyl-1,5-dienes with aldehydes / Anastasia, L.; Giannini, E.; Zanoni, G.; Vidari, G.. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 46:35(2005), pp. 5803-5806. [10.1016/j.tetlet.2005.06.149]
abstract:
TiF4 has proven to be the Lewis acid of choice for promoting the biomimetic addition of 2-trimethylsilylmethyl-1,5- dienes to aliphatic aldehydes with concomitant cyclization. 1,3-cis-Disubstituted methylenecyclohexanes are thus produced in good yields and high diastereoselectivity. The reaction appears to proceed via a highly concerted mechanism involving a chair-like transition state.
Iris type:
1.1 Articolo in rivista
List of contributors:
Anastasia, L.; Giannini, E.; Zanoni, G.; Vidari, G.
Authors of the University:
ANASTASIA LUIGI
Handle:
https://iris.unisr.it/handle/20.500.11768/93235
Published in:
TETRAHEDRON LETTERS
Journal
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