Computer-assisted analysis in organic synthesis.

The planning of alternative routes for the synthesis of complex organic molecules has been facilitated by the formulation of guiding strategies that can be applied to a broad range of problems. Analysis of organic synthesis can be carried out in the retrosynthetic direction, opposite to the actual process of chemical synthesis, or bidirectionally, that is, as a combined retrosynthetic and synthetic search. An interactive computer program is described which utilizes the general strategies of retrosynthetic analysis and an appropriate database to generate pathways of chemical intermediates for chemical synthesis of a particular target structure. Computer graphics and standard chemical structures are used for man-machine communication.

[1]  Rajat B. Mitra,et al.  Total Synthesis of Longifolene , 1964 .

[2]  E. Wenkert,et al.  The stereospecific introduction of a vicinally functionalized angular methyl group. A synthesis of l-valeranone. , 1967, Journal of the American Chemical Society.

[3]  J. A. Marshall,et al.  Studies relating to the synthesis of (+)-valeranone , 1968 .

[4]  E J Corey,et al.  Computer-assisted design of complex organic syntheses. , 1969, Science.

[5]  E. Corey.  Centenary lecture. Computer-assisted analysis of complex synthetic problems , 1971 .

[6]  Richard D. Cramer,et al.  Computer-assisted synthetic analysis for complex molecules. Methods and procedures for machine generation of synthetic intermediates , 1972 .

[7]  E. J. Corey,et al.  Algorithm for machine perception of synthetically significant rings in complex cyclic organic structures , 1972 .

[8]  W. T. Wipke,et al.  Techniques for perception by a computer of synthetically significant structural features in complex molecules , 1972 .

[9]  W. T. Wipke,et al.  Computer-assisted synthetic analysis. Facile man-machine communication of chemical structure by interactive computer graphics , 1972 .

[10]  David A. Pensak,et al.  Computer-assisted synthetic analysis. Methods for machine generation of synthetic intermediates involving multistep look-ahead , 1974 .

[11]  E. Corey,et al.  Total synthesis of (+-)-porantherine , 1974 .

[12]  W. Todd Wipke,et al.  Congestion. Conformation-dependent measure of steric environment. Derivation and application in stereoselective addition to unsaturated carbon , 1974 .

[13]  E. Corey,et al.  A simple total synthesis of (plus of minus)-perhydrohistrionicotoxin. , 1975, Journal of the American Chemical Society.

[14]  G. A. Petersson,et al.  General methods of synthetic analysis. Strategic bond disconnections for bridged polycyclic structures , 1975 .

[15]  William L. Jorgensen,et al.  Computer-assisted synthetic analysis. Generation of synthetic sequences involving sequential functional group interchanges , 1976 .

[16]  David A. Pensak,et al.  COMPUTER-ASSISTED SYNTHETIC ANALYSIS. THE IDENTIFICATION AND PROTECTION OF INTERFERING FUNCTIONALITY IN MACHINE-GENERATED SYNTHETIC INTERMEDIATES , 1976 .

[17]  William L. Jorgensen,et al.  Computer-assisted synthetic analysis. Synthetic strategies based on appendages and the use of reconnective transforms , 1976 .

[18]  S. Krishnan,et al.  Simulation and Evaluation of Chemical Synthesis - SECS: An Application of Artificial Intelligence Techniques , 1978, Artif. Intell..

[19]  Krishna K. Agarwal,et al.  Application of chemical transforms in EYNCHEMZ: a computer program for organic synthesis route discovery , 1978, Comput. Chem..

[20]  Computer-assisted synthetic analysis. Performance of long-range strategies for stereoselective olefin synthesis , 1978 .

[21]  SYNTHESIS OF DL‐7,8‐EPIALANTOLACTONE. A TANDEM SN2′ DEHYDROBROMINATION‐ORGANOCUPRATE ADDITION EXEMPLIFIED , 1979 .

[22]  Alan K. Long,et al.  Computer-assisted synthetic analysis. Techniques for efficient long-range retrosynthetic searches applied to the Robinson annulation process , 1980 .

[23]  K. Sharpless,et al.  The first practical method for asymmetric epoxidation , 1980 .

[24]  E. Corey,et al.  Computer-assisted synthetic analysis. A rapid computer method for the semiquantitative assignment of conformation of six-membered ring systems. 2. Assessment of conformational energies , 1980 .

[25]  Johann Mulzer,et al.  Computer-Assisted Synthetic Analysis. Long-Range Search Procedures for Antithetic Simplification of Complex Targets by Application of the Halolactonization Transform , 1980, J. Chem. Inf. Comput. Sci..

[26]  E. Corey,et al.  COMPUTER‐ASSISTED SYNTHETIC ANALYSIS. A RAPID COMPUTER METHOD FOR THE SEMIQUANTITATIVE ASSIGNMENT OF CONFORMATION OF SIX‐MEMBERED RING SYSTEMS. 1. DERIVATION OF A PRELIMINARY CONFORMATIONAL DESCRIPTION OF THE SIX‐MEMBERED RING , 1980 .

[27]  C. Fuganti,et al.  On the steric course of addition of Grignard reagents onto α,β-dialkoxy erythro and threo chiral aldehydes. Synthesis of (+) and (−)-exo and endo-brevicomin , 1981 .

[28]  W. L. Jorgensen,et al.  Computer-assisted mechanistic evaluation of organic reactions. 4. Organosilicon chemistry , 1983 .

[29]  W. Todd Wipke,et al.  Artificial intelligence in organic synthesis. SST: starting material selection strategies. An application of superstructure search , 1984, J. Chem. Inf. Comput. Sci..