A Facile Method for the Preparation of MOM-Protected Carbamates

• Published in: Organic letters Vol. 11; no. 2; pp. 273 - 275
• Main Authors: Barnes, David M, Barkalow, Jufang, Plata, Daniel J
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 15.01.2009; Amer Chemical Soc
• Subjects: Carbamates - chemical synthesis; Carbamates - chemistry; Chemistry; Chemistry, Organic; Hydrogen-Ion Concentration; Methyl Chloride - chemistry; Methylation; Physical Sciences; Science & Technology; ENOLATE; CHIRALITY; ALKYLATION; AMINO-ACID DERIVATIVES

A novel method for the preparation of MOM-protected carbamates is described that avoids the use of MOM-Cl, a regulated carcinogen. The two-step, one-pot procedure generates a reactive N-chloromethyl carbamate that is quenched with methanol to afford MOM-protected carbamates. The process is tolerant...