Snyder, S. A.: 2016 Science of Synthesis, 2015/4b: Applications of Domino Transformations in Organic Synthesis 2 DOI: 10.1055/sos-SD-220-00105
Applications of Domino Transformations in Organic Synthesis 2

2.1.5 Domino Transformations Initiated by or Proceeding Through [3,3]-Sigmatropic Rearrangements

More Information

Book

Editor: Snyder, S. A.

Authors: Bella, M.; Blond, G.; Boyce, J.; Coldham, I.; Dömling, A.; Donnard, M.; Guerrero, C. A.; Gulea, M.; Kroon, E.; Moliterno, M.; Neochoritis, C. G.; Novikov, A. V.; Porco Jr., J. A.; Renzi, P.; Salvio, R.; Schaumann, E.; Sheikh, N. S.; Song, A.; Sorensen, E. J.; Suffert, J.; Zarganes Tzitzikas, T.; Wang, W.; West, G. J.; Yeung, Y.-Y.; Yu, Z. W.; Zakarian, A.

Title: Applications of Domino Transformations in Organic Synthesis 2

Print ISBN: 9783132211414; Online ISBN: 9783132402218; Book DOI: 10.1055/b-003-128260

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Reference Libraries



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Carreira, E. M.; Decicco, C. P.; Fürstner, A.; Koch, G.; Molander, G. A.; Schaumann, E.; Shibasaki, M.; Thomas, E. J.; Trost, B. M.

Type: Multivolume Edition

 


Abstract

This chapter concerns itself with domino transformations (i.e., cascade sequences and/or tandem reactions) that are either initiated by or proceed through at least one [3,3]-sigmatropic rearrangement. Excluded from this discussion are domino transformations that end with sigmatropy. The reactions included contain diverse forms of [3,3]-sigmatropic rearrangements and are followed by both polar chemistry or further concerted rearrangement.

 
  • 7 Zeh J, Hiersemann M, In: Science of Synthesis: Stereoselective Synthesis Evans PA. Thieme Stuttgart 2011; 3. 347
  • 9 Alnajjar M, Quigley D, Kuntamukkula M, Simmons F, Freshwater D, Bigger S. J. Chem. Health Saf. 2011; 18: 5
  • 12 Paquette LA. Synlett 1990; 67
  • 15 Paquette LA, Elmore SW, Combrink KD, Hickey ER, Rogers RD. Helv. Chim. Acta 1992; 75: 1755
  • 24 Sheehan SM, Lalic G, Chen JS, Shair MD. Angew. Chem. 2000; 112: 2826 Angew. Chem. Int. Ed. 2000; 39: 2714
  • 29 Ent H, de Koning H, Speckamp WN. J. Org. Chem. 1986; 51: 1687 and references cited therein
  • 42 Angle SR, Fevig JM, Knight SD, Marquis Jr RW, Overman LE. J. Am. Chem. Soc. 1993; 115: 3966
  • 51 Nakayama Y, Sekiya R, Oishi H, Hama N, Yamazaki M, Sato T, Chida N. Chem.–Eur. J. 2013; 19: 12052
  • 52 Chorlton AP, Morris GA, Sutherland JK. J. Chem. Soc., Perkin Trans. 1 1991; 1205
  • 53 Janardhanam S, Rajagopalan K. J. Chem. Soc., Perkin Trans. 1 1992; 2727
  • 57 Arns S, Barriault L. Chem. Commun. (Cambridge) 2007; 2211
  • 65 Clément R, Grisé CM, Barriault L. Chem. Commun. (Cambridge) 2008; 3004
  • 70 Uemura D, Chou T, Haino T, Nagatsu A, Fukuzawa S, Zheng S, Chen H. J. Am. Chem. Soc. 1995; 117: 1155
  • 77 Chantarasriwong O, Batova A, Chavasiri W, Theodorakis EA. Chem.–Eur. J. 2010; 16: 9944 and references cited therein
  • 78 Saouf A, Guerra FM, Rubal JJ, Moreno-Dorado FJ, Akssira M, Mellouki F, López M, Pujadas AJ, Jorge ZD, Massanet GM. Org. Lett. 2005; 7: 881
  • 79 Appendino G, Prosperini S, Valdivia C, Ballero M, Colombano G, Billington RA, Genazzani AA, Sterner O. J. Nat. Prod. 2005; 68: 1213
  • 82 Nicolaou KC, Xu H, Wartmann M. Angew. Chem. 2005; 117: 766 Angew. Chem. Int. Ed. 2005; 44: 756
  • 83 Quillinan AJ, Scheinmann F. J. Chem. Soc. D 1971; 966
  • 85 Tisdale EJ, Vong BG, Li H, Kim SH, Chowdhury C, Theodorakis EA. Tetrahedron 2003; 59: 6873
  • 88 Li X, Zhang X, Wang X, Li N, Lin C, Gao Y, Yu Z, Guo Q, You Q. Chin. J. Chem. 2012; 30: 35
  • 89 Zhang X, Li X, Sun H, Jiang Z, Tao L, Gao Y, Guo Q, You Q. Org. Biomol. Chem. 2012; 10: 3288
  • 90 Zhang X, Li X, Sun H, Wang X, Zhao L, Gao Y, Liu X, Zhang S, Wang Y, Yang Y, Zeng S, Guo Q, You Q. J. Med. Chem. 2013; 56: 276
  • 94 Larsson R, Scheeren HW, Aben RWM, Johansson M, Sterner O. Eur. J. Org. Chem. 2013; 6955
  • 97 Nelson HM, Murakami K, Virgil SC, Stoltz BM. Angew. Chem. 2011; 123: 3772 Angew. Chem. Int. Ed. 2011; 50: 3688
  • 98 Nelson HM, Gordon JR, Virgil SC, Stoltz BM. Angew. Chem. 2013; 125: 6831 Angew. Chem. Int. Ed. 2013; 52: 6699
  • 101 Tejedor D, Méndez-Abt G, Cotos L, Ramirez MA, García-Tellado F. Chem.–Eur. J. 2011; 17: 3318