The stereocontrolled synthesis of orthogonally protected (R)-alpha-methyltryptophan

Authors
Goodman, M Zhang, JF Gantzel, P Benedetti, E
Citation
M. Goodman et al., The stereocontrolled synthesis of orthogonally protected (R)-alpha-methyltryptophan, TETRAHEDR L, 39(52), 1998, pp. 9589-9592
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
39
Issue
52
Year of publication
1998
Pages
9589 - 9592
Database
ISI
SICI code
0040-4039(199812)39:52<9589:TSSOOP>2.0.ZU;2-#
Abstract
An expedient and highly stereocontrolled route to (R)-alpha-methyltryptopha n and its orthogonally protected analogs has been developed via a four-step conversion from L-alanine in good overall yields. The stereochemistry of t he products is confirmed by X-ray diffraction analysis, NMR spectroscopy an d optical rotations. (C) 1998 Elsevier Science Ltd. All rights reserved.