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D. A. Evans. C. A. Morales The Diels-Alder reaction Chem 206 Articles and monographs of Significance ■ The reaction: Comprehensive Organic Synthesis, Vol. 5, Trost, Ed. 1991 4.1 Intermolecular Diels-Alder Reactions, W. Oppolzer 4.2 Heterodienophile Additions to Dienes, S M. Weinreb 4.3 Heterodiene Additions, D. L. Boger 4.4 Intramolecular Diels-Alder Reactions, W. R Roush 4.5 Retrogade Diels-Alder Reactions, R W. Sweger, A. W. Czarnik a Representative natural products displaying the Diels-Alder retro ular Diels-Alder Reactions, Org Rxns, Vol 32, 1984 These natural products could well have incorporated the DA nxn into their Asymmetric Cycloaddition Reactions(Inter-& Intramolecular DA rxns) Asymmetric Synthesis, Vol 3 Morison, J. D, Academic Press, 1984 Hetero Diels-Alder Me L and Weinreb. S N. Academic Press. 1987 Natural Products Synthesis Through Pencyclic Reactions Desimoni, Tacconi, Barco, Polini, ACS Monograph 180, 1983, Chapter 5 Asymmetric Diels-Alder Reactions with Chiral Enoates as Dienophiles Mevinolin:R= Me odem Synthetic Methods 1986, Scheffold, Ed. Springer-Verlag Intramolecular Diels-Alder and Alder Ene Rxns, D F. Taber, Springer-Verlag, 1984 (Biosynthesis)JACS 1985, 107, 3694 clve,JAcS1988,110,6914 Kozikowski. JOC 1987. 52 3541 Weinreb, Tetrahedron, 1982. 38. 3087-3128 Hepcidin The Intramolecular DA RXn. recent advances and synthetic applications Fallis. Can J. Chem. 1984. 62. 183-234 Intramolecular /4+2 &3+ 2 Cycloadditions in Organic Synthesis Meo H Oppolzer, Angew. Chem. Int Ed, 1977, 16, 10-23 ns,JAcs,1993,115,4497 Preparation DA Reactions of Heterosubstituted 1, 3-Dienes Petrzilka, Synthesis, 1981, 753-786 DA Reactions of azadienes Boger, Tetrahedron, 1983, 39, 2869-2939 Silyloxydienes in Organic Synthesis Danishefsky, Acct. Chem. Res, 1981, 14, 400-406 FR182877 presen JACS. 2002. 124. 4552 Sauer, Angew. Chem. Int 5,211-4 Evans,ACE2002,41,1787 DA Reactions part /: The reaction mechanism auer, Angew. Chem. Int Ed, 1967, 6, 16-33 ongithorone A mechanistic Aspects of Diels-Alder Reactions: A Cntical Survey auer, Angew. Chem. Int Ed. 1980, 19, 779-80 Endiandric Acid B hair,JAcS,2002,124,773 Retro-DA Strategy in Natural Products Synthesis hihara, Synthesis, 1987, 207-2224.1 Intermolecular Diels-Alder Reactions, W. Oppolzer 4.2 Heterodienophile Additions to Dienes, S. M. Weinreb 4.3 Heterodiene Additions, D. L. Boger 4.4 Intramolecular Diels-Alder Reactions, W. R. Roush 4.5 Retrogade Diels-Alder Reactions, R. W. Sweger, A. W. Czarnik Comprehensive Organic Synthesis, Vol. 5, Trost, Ed. 1991 O H O Me OMe MeO MeO NMe2 O O O O Me Et H O H H H H H H Me H H H H O H Me Me H O H O O Me O R Me O HO O H O Et H O Me O O O Me H Me H Me H H Me H H HO H OH H H Ph CO2H H H H H These natural products could well have incorporated the DA rxn into their biosynthesis. Endiandric Acid B (Syntheses) Nicolaou, JACS 1982, 104, 5555 (Synthesis) Shair, JACS, 2002, 124, 773 (Biosynthesis) JACS 1985, 107, 3694 Clive, JACS 1988, 110, 6914 Kozikowski, JOC 1987, 52, 3541 Mevinolin: R = Me Compactin: R = H (Synthesis) Evans, JACS, 1993, 115, 4497 Lepicidin ■ Representative natural products displaying the Diels-Alder retron: + ‡ ■ The Reaction: Natural Products Synthesis Through Pericyclic Reactions Desimoni, Tacconi, Barco, Polini, ACS Monograph 180, 1983, Chapter 5, Articles and monographs of Significance Asymmetric Diels-Alder Reactions with Chiral Enoates as Dienophiles Modern Synthetic Methods 1986, Scheffold, Ed. Springer-Verlag, Asymmetric Cycloaddition Reactions (Inter- & Intramolecular DA rxns) Asymmetric Synthesis, Vol. 3 Morrison, J. D., Academic Press, 1984 Hetero Diels-Alder Methodology in Organic Synthesis Boger, D.L. and Weinreb, S.N., Academic Press, 1987 Intramolecular Diels-Alder Reactions, Org Rxns, Vol. 32, 1984 Intramolecular Diels-Alder and Alder Ene Rxns, D. F. Taber, Springer-Verlag, 1984 Mechanistic Aspects of Diels-Alder Reactions: A Critical Survey Sauer, Angew. Chem. Int. Ed., 1980, 19, 779-807 DA Reactions Part II: The Reaction Mechanism Sauer, Angew. Chem. Int. Ed., 1967, 6, 16-33 DA Reactions Part I: New Preparative Aspects Sauer, Angew. Chem. Int. Ed., 1966, 5, 211-230 Silyloxydienes in Organic Synthesis Danishefsky, Acct. Chem. Res., 1981, 14, 400-406 DA Reactions of Azadienes Boger, Tetrahedron, 1983, 39, 2869-2939 Preparation & DA Reactions of Heterosubstituted 1, 3-Dienes Petrzilka, Synthesis, 1981, 753-786 Retro-DA Strategy in Natural Products Synthesis Ichihara, Synthesis, 1987, 207-222 Intramolecular [4 +2] & [3 + 2] Cycloadditions in Organic Synthesis Oppolzer, Angew. Chem. Int. Ed., 1977, 16, 10-23 The Intramolecular DA Rxn: recent advances and synthetic applications Fallis, Can. J. Chem., 1984, 62, 183-234 Synthetic Aspects of D-A Cycloadditions with Heterodienophiles Weinreb, Tetrahedron, 1982, 38, 3087-3128 D. A. Evans, C. A. Morales The Diels-Alder Reaction Chem 206 Longithorone A (Synthesis) Sorensen, JACS, 2002, 124, 4552 Evans, ACIE 2002, 41, 1787 FR182877
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