Synthesis of optically active homotryptophan and its oxygen and sulfur analogues
K Goswami, S Paul, ST Bugde, S Sinha
Index: Goswami, Koushik; Paul, Sibasish; Bugde, Sandesh T.; Sinha, Surajit Tetrahedron, 2012 , vol. 68, # 1 p. 280 - 286
Full Text: HTML
Citation Number: 9
Abstract
d-Homotryptophan and its sulfur analogue have been synthesized by Sonogashira coupling between 3-iodoheteroarenes and ethynyloxazolidine followed by reduction of triple bond and oxidation of alcohol to acid. l-Homotryptophan and its oxygen analogue have been synthesized from silylated internal alkyne using Larock's heteroannulation as the key reaction. The alkynyloxazolidines were synthesized from l-serine and l-glutamic acid, ...
Related Articles:
Molecular iodine-catalyzed facile procedure for N-Boc protection of amines
[Varala, Ravi; Nuvula, Sreelatha; Adapa, Srinivas R. Journal of Organic Chemistry, 2006 , vol. 71, # 21 p. 8283 - 8286]
Total synthesis of (−)-dysithiazolamide
[Arda, Ana; Soengas, Raquel G.; Nieto, M. Isabel; Jimenez, Carlos; Rodriguez, Jaime Organic Letters, 2008 , vol. 10, # 11 p. 2175 - 2178]
[Chen, Zhi-hong; He, Yong-bing; Hu, Chen-Guang; Huang, Xiao-huan Tetrahedron Asymmetry, 2008 , vol. 19, # 17 p. 2051 - 2057]
[Journal of Medicinal Chemistry, , vol. 49, # 16 p. 4971 - 4980]
A new selective cleavage of N, N-dicarbamoyl-protected amines using lithium bromide
[Journal of Organic Chemistry, , vol. 68, # 3 p. 743 - 746]