Diastereoselective Allylation of Imines with γ-Silyloxyallylstannanes Promoted by Trimethylsilyl Triflate and Application to the Synthesis of Erythro-Sphingosine

Author(s): M. Shimizu, H. Ando, Y. Niwa.

Journal Name: Letters in Organic Chemistry

Volume 2 , Issue 6 , 2005

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Abstract:

Addition of γ-silyloxyallylstannanes to imines in the presence of trimethylsilyl triflate was studied. Allylation of α-imino ester with (Z)-allylstannane proceeded to give anti-adduct as a major product, which was transformed into N,O,O-triacetyl erythro-sphingposine via appropriate functional group transformations.

Keywords: silyloxyallylstannane, imines, allylation, erythro-sphingosine

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Article Details

VOLUME: 2
ISSUE: 6
Year: 2005
Page: [512 - 514]
Pages: 3
DOI: 10.2174/1570178054640688
Price: $65

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