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Chemical communications (Cambridge, England)

A stereoselective synthesis of anti-gamma,delta-alkynyl- and -alkenyl-beta-hydroxy-alpha-amino esters from tin(II) enolates of glycinate.


PMID 14594275

Abstract

Condensations between the tin(II) enolate 11 of ethyl N-tosylglycinate and conjugated ynals 12 and ynones 14 are highly diastereoselective, in favour of the anti-isomers 13 and 15; similar reactions of enals and enones 17 show lower but still useful levels of anti-stereoselectivity.

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474762
Tin(II) chloride dihydrate, ≥99.995% trace metals basis
Cl2Sn · 2H2O