R. Barone

HOLOWin: a fast way to search for tandem reactions with computer. Application to the taxane framework

Abstract We describe the HOLOWin program whose aim is to search for tandem reactions in synthetic strategies. Targets and reactions are coded at a skeletal level. The program runs on an IBM/PC and takes advantage of the facilities offered by the Windows interface to have a better analysis of the target through several windows.

New computer-based approach for seeking a key step in the synthesis of complex structures. Application to Taxane and Crinipellin Diterpenoid Frameworks.

Abstract We describe a new approach to map the precursors of complex target structures, involving a key transform, employing a new version of our SOS program which works both backward and forward. In this approach target and reactions are coded on a skeleton model. Results obtained for two diterpenoid frameworks (taxane and crinipellin) of current interest are discussed.

Computer‐Aided Organic Synthesis – SESAM: A Simple Program to Unravel “Hidden” Restructured Starting Materials Skeleta in Complex Targets

We describe the SESAM program whose aim is to help the chemist in exploring new synthetic strategies for complex structures by locating simple, non-obvious but effective starting materials. The program works at the skeletal level and attempts to map simply modified starting materials into the skeletal surface of the target. SESAM has been tested on taxol and steroid frameworks.

How to search original key steps in a synthesis of complex structures by using a microcomputer as a chemical pocket-like calculator

Abstract The need for a computer-based protocol is considered to rapidly map the precursors of complex carbocyclic target structures, employing a key transform. A utilisation of our SOS program towards this end is described. Examples are given of several carbocyclic skeletons present in natural products of current interest.

gasp: a computer program to generate automatically polycyclic structures

Abstract We present a new program to generate a virtual library of structures. gasp (Generation Automatique de Structures Polycycliques) answers to a question like: generate all structures with 3 rings of size 4, 6 and 8 for example. We present the results obtained for ‘isomers’ of several structures (steroid, taxane and triquinane skeletons). For steroid skeleton (4 rings of size 6, 6, 6 and 5) 988 structures were generated. Among them 48 are composed of fused rings. Comparison with the Beilstein database showed that among these 48 structures 21 are new.

SCORE: A program to explore the SCOpe of a given intramolecular REaction. How to find systematically the relevancy of a transform to various classes of structures. Application to the De Mayo reaction

Abstract We describe and publish the program SCORE (SCOre of a REaction). SCORE is a new computer program in the field of computer-aided organic synthesis. SCORE tries to answer the question: What kind of cyclic structures is it possible to obtain from a given reaction? Examples obtained for the De Mayo reaction are presented. The instruction manual and complete executable SCORE program for the PC are included.

Computer‐aided organic synthesis. Extraction of informations from reaction databases

We present here our first attempt for transferring REACCS databases from mainframe computer to a microcomputer. This goal has been achieved by developing a very compact code for molecules. For example the average length of a molecule is 38 bytes for 16 atoms, this code includes coordinates for the drawing of structures and informations about charges, stereocenters and flags for bonds participating in the reactions. A new program named Holowin, which will use these databases, is under development.