TY - JOUR

T1 - E/Z isomerism without a double bond - An unusual type of stereoisomerism, and an unprecedented isomerisation in a bicyclobutane

AU - Rücker, Christoph

AU - Haftstein, Gunter

PY - 2004/5

Y1 - 2004/5

N2 - An unusual kind of stereoisomerism termed E/Z isomerism without a double bond or generalised E/Z isomerism is discussed for the first time. Examples are given of pairs of synthesized and separated compounds related by this kind of isomerism (4a/5a and 12a/15a), which were obtained by an unusual rearrangement of substituents on a bicyclobutane ring system. Conditions for the occurrence of generalised E/Z isomerism are defined.

AB - An unusual kind of stereoisomerism termed E/Z isomerism without a double bond or generalised E/Z isomerism is discussed for the first time. Examples are given of pairs of synthesized and separated compounds related by this kind of isomerism (4a/5a and 12a/15a), which were obtained by an unusual rearrangement of substituents on a bicyclobutane ring system. Conditions for the occurrence of generalised E/Z isomerism are defined.

KW - Chemistry

KW - E/Z isomerism

KW - Isomerisation

KW - Rearrangement

KW - Stereoisomerism

KW - Substituted bicyclo[1.1.0]but-1(3)-ene

KW - Substituted bicyclobutanes

KW - Thia[1.1.1]propellane

UR - http://www.scopus.com/inward/record.url?scp=3042779063&partnerID=8YFLogxK

M3 - Journal articles

VL - 77

SP - 237

EP - 241

JO - Croatica Chemica Acta

JF - Croatica Chemica Acta

SN - 0011-1643

IS - 1-2

ER -