A Safe, Simple, One-Pot Preparation of N-Derivatized β-Amino Alcohols and Oxazolidinones from Amino Acids
- 1 January 1991
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 21 (1) , 1-9
- https://doi.org/10.1080/00397919108020783
Abstract
N-tert-Butoxycarbonyl, N-benzoyl, N-benzyloxycarbonyl, and oxazolidinone derivatives of β-amino alcohols have been prepared from amino acids in 72 to 90 % yields through lithium aluminum hydride reduction followed by in situ derivatization.Keywords
This publication has 19 references indexed in Scilit:
- An expeditious synthesis of (3S,4S)-statine and (3S,4S)cyclohexylstatineTetrahedron Letters, 1990
- Facile chemical synthesis of S,S-isodityrosine, a naturally-occurring cross-linking amino acidTetrahedron Letters, 1989
- Single-pot reductive conversion of amino acids to their respective 2-oxazolidinones employing trichloromethyl chloroformate as the acylating agent: a multigram synthesisThe Journal of Organic Chemistry, 1989
- A synthesis of protected aminoalkyl epoxides from .alpha.-amino acidsThe Journal of Organic Chemistry, 1987
- Total synthesis of (+)-sparsomycin. Approaches using cysteine and serine inversionThe Journal of Organic Chemistry, 1985
- Synthesis of the serine equivalent, (2) and (2)-amino-3-butenol derivatives. Synthetic approaches to the metal chelating poly-amino acid, “aspergillomarasmine A”Tetrahedron Letters, 1984
- The Preparation of N-Protected Amino Alcohols and N-Protected Peptide Alcohol by Reduction of the Corresponding Esters with Sodium Borohydride. An Improved Procedure Involving a Slow Addition of a Small Amount of MethanolBulletin of the Chemical Society of Japan, 1984
- Syntheses of Macrocycles from L-Amino AcidHETEROCYCLES, 1982
- A simple highly efficient asymmetric synthesis. Preparation and absolute configuration of 3(S)-(tert-butoxycarbonylamino)-1(S)-methyltetrahydrothiophenium tosylateJournal of the American Chemical Society, 1980
- Asymmetric hydrogenation with new chiral functionalized bisphosphine-rhodium complexesJournal of the American Chemical Society, 1976