TY - JOUR

T1 - In search of simplification

T2 - The use of topological complexity indices to guide retrosynthetic analysis.

AU - Bertz, Steven H.

AU - Rücker, Christoph

PY - 2004/5

Y1 - 2004/5

N2 - Topological complexity indices NS, NT, NS(lpe), NT(lpe), twc and wcx are used to rank the one-bond disconnections of bicyclo2.2.1heptane, spiro3.3heptane and their aza derivatives with respect to the degree of simplification they afford. Selected two-bond disconnections of bicyclo2.2.1heptane and its aza derivatives are also evaluated. Simplification principles are derived which are useful for guiding the retrosynthetic analysis of complex target molecules.Comparison with the LHASA rules for strategic bonds reveals a great deal of similarity and some important differences.

AB - Topological complexity indices NS, NT, NS(lpe), NT(lpe), twc and wcx are used to rank the one-bond disconnections of bicyclo2.2.1heptane, spiro3.3heptane and their aza derivatives with respect to the degree of simplification they afford. Selected two-bond disconnections of bicyclo2.2.1heptane and its aza derivatives are also evaluated. Simplification principles are derived which are useful for guiding the retrosynthetic analysis of complex target molecules.Comparison with the LHASA rules for strategic bonds reveals a great deal of similarity and some important differences.

KW - Chemistry

KW - Bicyclo[2.2.1]heptane

KW - Complexity indices

KW - Disconnections

KW - Retrosynthetic analysis

KW - Simplification principles

KW - Spiro[3.3]heptane

KW - Strategic bonds

KW - Synthetic analysis

KW - Topological indices

UR - http://www.scopus.com/inward/record.url?scp=3042780580&partnerID=8YFLogxK

M3 - Journal articles

VL - 77

SP - 221

EP - 235

JO - Croatica Chemica Acta

JF - Croatica Chemica Acta

SN - 0011-1643

IS - 1-2

ER -