Diastereoselective allylation of imines with γ-silyloxyallylstannanes promoted by trimethylsilyl triflate and application to the synthesis of erythro-sphingosine

Letters in Organic Chemistry

Volumn 2, Issue 6, 2005, Pages 512-514

  Shimizu, Makoto ^a   Ando, Hiromi ^a   Niwa, Yasuki ^a  

^a MIE UNIVERSITY   (Japan)

Author keywords

silyloxyallylstannane; Allylation; Erythro sphingosine; Imines

Indexed keywords

EID: 42349105378     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/1570178054640688     Document Type: Review

References (14)

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14. 4, and concentrated in vacuo. Purification on silica gel TLC (eluent: n-Hex : EtOAc = 10 : 1) gave 2-ethoxycarbonyl-5-methyl-1-(4- methoxyphenyl)-4-tributylstannyl-3-trimethylsiloxypyrrolidine (5.9 mg, 11%) and (E,2S*3S*)-ethyl 2-(4-methoxyphenylamino)- 3-trimethylsiloxyhex-4-enoate (15.4 mg, 52%) as a colorless oil.