Regional convergence in the reaction of heterosubstituted allylic carbanions via allylic aluminum and boron ate complexes

Y Yamamoto, H Yatagai, Y Saito

Index: Yamamoto, Yoshinori; Yatagai, Hidetaka; Saito, Yoshikazu; Maruyama, Kazuhiro Journal of Organic Chemistry, 1984 , vol. 49, # 6 p. 1096 - 1104

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Citation Number: 69

Abstract

The regiochemistry in reactions of heterosubstituted allylic carbanions (1) is highly controlled via allylic aluminum or boron “ate” complexes which direct both carbonyl compounds and reactive halides to the a-position with high regioselectivity. For example, carbonyl compounds react with the oxygen-(3), sulfur-(12), selenium-(20), and silicon-(25) substituted allylic carbanions at the a-position via the ate complexes. Although the ...