Journal of the Chemical Society, Perkin Transactions 2

Synthesis and stereochemistry of β-aryl-β-haloacroleins: useful intermediates for the preparation of (Z) and (E)-2-en-4-ynecarbaldehydes and for the synthesis of …

AMS Silva

Index: Prim, Damien; Fuss, Alexia; Kirsch, Gilbert; Silva, Artur M. S. Journal of the Chemical Society. Perkin Transactions 2, 1999 , # 6 p. 1175 - 1180

Full Text: HTML

Citation Number: 30

Abstract

The synthesis of α-substituted β-aryl-β-haloacroleins by two different pathways is presented. The determination of their stereochemistry by NOE experiments is reported for the first time. Furthermore, we describe the preparation of 2-en-4-ynecarbaldehydes and access to rubrolide derivatives from β-aryl-β-haloacroleins.

~86%

~90%

Reactions of (Z)-3-aryl-3-chloropropenals with nucleophiles:...

[Clough, Stuart; Gupton, John; Ligali, Adepeju; Roberts, Matthew; Driscoll, David; Annett, Scott; Hewitt, Alisa; Hudson, Matthew; Jackson, Edward; Miller, Robert; Norwood, Bradley; Kanters, Rene; Wyre, Hadley; Petruzzi, Heather Tetrahedron, 2005 , vol. 61, # 31 p. 7554 - 7561]

Synthesis, Biological Evaluation and In Silico Study of β-Ch...

[Bandgar, Babasaheb P.; Hote, Baliram S.; Nile, Shivraj H. Letters in Drug Design and Discovery, 2011 , vol. 8, # 8 p. 725 - 732]

The application of (Z)-3-aryl-3-haloenoic acids to the synth...

[Gupton, John T.; Telang, Nakul; Banner, Edith J.; Kluball, Emily J.; Hall, Kayleigh E.; Finzel, Kara L.; Jia, Xin; Bates, Spencer R.; Welden, R. Scott; Giglio, Benjamin C.; Eaton, James E.; Barelli, Peter J.; Firich, Lauren T.; Stafford, John A.; Coppock, Matthew B.; Worrall, Eric F.; Kanters, Rene P.F.; Keertikar, Kerry; Osterman, Rebecca Tetrahedron, 2010 , vol. 66, # 47 p. 9113 - 9122]