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Enantioselective Synthesis of α-Stereogenic γ-Keto Esters via Formal Umpolung

✍ Scribed by Prakash, G. K. Surya; Wang, Fang; Zhang, Zhe; Ni, Chuanfa; Haiges, Ralf; Olah, George A.


Book ID
111890796
Publisher
American Chemical Society
Year
2012
Tongue
English
Weight
443 KB
Volume
14
Category
Article
ISSN
1523-7060

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A facile synthesis of aryl a-keto esters is reported involving the rearrangement of aryl cyanohydrin carbonate esters induced by the a-carbanion to the nitrile group generated by LDA. However, under similar conditions, an o-benzyloxycyanohydrin carbonate ester rearranged via a domino reaction leadin