Enantioselective syntheses of homophenylalanine derivatives via nitrone 1, 3-dipolar cycloaddition reactions with styrenes
A Long, SW Baldwin
Index: Long, Alan; Baldwin, Steven W. Tetrahedron Letters, 2001 , vol. 42, # 32 p. 5343 - 5345
Full Text: HTML
Citation Number: 38
Abstract
A new two-step route to derivatives of homophenylalanine is presented. Cycloaddition of a cyclic nitrone glycine template with various styrene derivatives affords good yields of 5- substituted cycloadducts. One-step hydrogenolysis (three bonds) then affords the optically pure α-amino acids related to homophenylalanine.
Related Articles:
[Wang, Weibo; Li, Qun; Hasvold, Lisa; Steiner, Beth; Dickman, Daniel A.; Ding, Hong; Clairborne, Akyio; Chen, Hui-Ju; Frost, David; Goldman, Robert C.; Marsh, Kennan; Hui, Yu-Hua; Cox, Brian; Nilius, Angela; Balli, Darlene; Lartey, Paul; Plattner, Jacob J.; Bennani, Youssef L. Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 3 p. 489 - 493]
Tiglicamides A–C, cyclodepsipeptides from the marine cyanobacterium Lyngbya confervoides
[Matthew, Susan; Paul, Valerie J.; Luesch, Hendrik Phytochemistry, 2009 , vol. 70, # 17-18 p. 2058 - 2063]
[Murashige, Ryo; Hayashi, Yuka; Ohmori, Syo; Torii, Ayuko; Aizu, Yoko; Muto, Yasuyuki; Murai, Yuta; Oda, Yuji; Hashimoto, Makoto Tetrahedron, 2011 , vol. 67, # 3 p. 641 - 649]
[Murashige, Ryo; Hayashi, Yuka; Ohmori, Syo; Torii, Ayuko; Aizu, Yoko; Muto, Yasuyuki; Murai, Yuta; Oda, Yuji; Hashimoto, Makoto Tetrahedron, 2011 , vol. 67, # 3 p. 641 - 649]