Nucleophilic additions to fused bicyclic five-membered ring oxocarbenium ions: evidence for preferential attack on the inside face

DM Smith, MB Tran, KA Woerpel

Index: Ooi, Takashi; Tayama, Eiji; Yamada, Masao; Maruoka, Keiji Synlett, 1999 , # 6 p. 729 - 730

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Citation Number: 84

Abstract

... 6 - 8 figure. The outside attack product 4 (eq 2) is not only differentiated from the inside attack product 2 (eq 1) by eclipsing interactions. ... figure. Table 1. Stereoselectivity of Nucleophilic Substitution of Six-Five Bicyclic Acetate 12 (eq 6). entry, Lewis acid, solvent, 16:17 a, yield b (% ...