Helvetica chimica acta

The adamantane rearrangement of syn??and anti??Tricyclo [4.2. 1.1. 12, 5] decane. Part II. Rearrangements initiated by regioselective formation of carbocations at C (3) …

M Brossi, C Ganter

Index: Brossi, Marco; Ganter, Camille Helvetica Chimica Acta, 1988 , vol. 71, p. 848 - 858

Full Text: HTML

Citation Number: 6

Abstract

Abstract The endo-and exo-alcohols 5–12 of syn-(1) and anti-tricyclo [4.2. 1. 1 2.5] decane (2) were treated with BF 3/Et 3 SiH (ionic hydrogenation) in order to study the behaviour of the corresponding regioselectively generated carbocations at C (3)(a (syn), b (anti)) and C (9)(c (syn), d (anti)). The anti-hydrocarbon 2 is practically the sole product obtained starting with the four 3-alcohols (viaa [RIGHTWARDS ARROW] b from 5 and 6 (syn) and viab from ...