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1,3-Dipolar Cycloadditions of Carbonyl Ylides to Aldimines: A Three-Component Approach to syn-α-Hydroxy-β-amino Esters.

✍ Scribed by Staffan Torssell; Marcel Kienle; Peter Somfai

Publisher
John Wiley and Sons
Year
2005
Weight
25 KB
Volume
36
Category
Article
ISSN
0931-7597

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✦ Synopsis

Amino alcohols Q 0240

1,3-Dipolar Cycloadditions of Carbonyl Ylides to Aldimines: A Three-Component Approach to syn-α-Hydroxy-β-amino Esters. -Addition of ethyl diazoacetate to a benzylidenebenzylamine under the conditions shown results in formation of syn-α-hydroxy-β-amino esters with high diastereoselectivities. The new method is applied to a short enantioselective synthesis of the C13 side chain (IX) of taxol. -(TORSSELL,

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