Organic letters

Enantioselective Catalytic Transannular Ketone–Ene Reactions

NS Rajapaksa, EN Jacobsen

Index: Rajapaksa, Naomi S.; Jacobsen, Eric N. Organic Letters, 2013 , vol. 15, # 16 p. 4238 - 4241

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Citation Number: 8

Abstract

Highly enantio-and diastereoselective transannular ketone–ene reactions are catalyzed by a new chromium (III) triflate tridentate Schiff base complex. Electronically unactivated keto- olefins undergo heteroene reactions at ambient temperature to afford enantioenriched bicyclic alcohols, common structural motifs in natural products. The kinetic resolution of a configurationally stable planar-chiral cyclodecenone is also described.

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