A stereoselective synthesis of anti-gamma,delta-alkynyl- and -alkenyl-beta-hydroxy-alpha-amino esters from tin(II) enolates of glycinate |
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| Authors: | Gridley Jonathan J Coogan Michael P Knight David W Malik K M Abdul Sharland Christopher M Singkhonrat Jirada Williams Siân |
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| Institution: | Chemistry Department, Cardiff University, P.O. Box 912, Cardiff, UK CF10 3TB. |
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| 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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