Tetrahedron

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

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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, ...