Synthetic studies on Ecteinascidin-743: synthesis of building blocks through sharpless asymmetric dihydroxylation and aza-Michael reactions

Chandrasekhar, S. ; Ramakrishna Reddy, N. ; Srinivasa Rao, Y. (2006) Synthetic studies on Ecteinascidin-743: synthesis of building blocks through sharpless asymmetric dihydroxylation and aza-Michael reactions Tetrahedron, 62 (51). pp. 12098-12107. ISSN 0040-4020

Full text not available from this repository.

Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tet.2006.09.056

Abstract

A practical and an efficient synthesis of three building blocks of tetrahydroisoquinoline alkaloid Ecteinascidin-743 was accomplished, starting from readily available piperonal, 2-methyl anisole, and veratraldehyde. A combination of Vilsmeier-Haack reaction and Sharpless asymmetric dihydroxylation was employed for the synthesis of building blocks A and B whereas a Heck reaction in PEG-2000 and aza-Michael reactions were employed for the synthesis of building block C.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Ecteinascidin-743; Tetrahydroisoquinolines; Heck Reaction; aza-Michael Reaction; Baeyer-Villiger Reaction
ID Code:62381
Deposited On:22 Sep 2011 03:30
Last Modified:22 Sep 2011 03:30

Repository Staff Only: item control page