Science of Synthesis

Tidwell, T. T., Science of Synthesis, (2006) 23, 593.

Arndt–Eistert chain elongation of α-amino acids through the Wolff rearrangement has wide applications in the preparation of β-amino acid derivatives used as precursors of nonnatural peptides.[‌104‌,‌105‌] The reaction of the diazo ketones ‌143‌, derived from a diverse group of α-amino acids, proceeds with complete retention of the stereochemistry of the diazo ketones in the product esters ‌145‌ (‌Scheme 45‌).[‌104‌,‌105‌] The ketenes ‌144‌ that are formed also undergo selective reactions with particular hydroxy groups of polyfunctional substrates.[‌105‌]

‌Meeeee 88‌ β-Meeee Meee Meeeeeeeeee ee Meeee–Meeeeee Meeee Meeeeeeeee ee α-Meeee Meeee[‌888‌,‌888‌]

‌Meeeeeeeeee 88‌

Meeee–Meeeeee eeeeeeee ee eeeee eeeee eee β-eeeee eeee eeeeeeeeee ‌888‌ eeee eee eeeeee ‌888‌ eeeeeeeee ee Meeee eeeeeeeeeeeee ee eee eeeee eeeeee ‌888‌ (‌Meeeee 88‌).[‌888‌]

‌Meeeee 88‌ (8M)-[8-(eeee-Meeeeeeeeeeeee)eeeee]-8-eeeeeeeeeeeeee Meee ee Meeee–Meeeeee Meeeeeeee[‌888‌]

Meeeeee ‌888‌ eeeeee ee Meeee eeeeeeeeeeeee ee eeeee eeeeeee ‌888‌ eeee eeee 8-eeeeeeeeeeeeeeeeeeeeeeee-eeeeeeeee eeeee eeeee ee eee eeeeeeee ee eeeeee eeeeeeee eeeeeeee eeeee eeee eeeee ee eeeeeee eeeeee ee eeeeeee-eeeee α- ee β-eeeeeeee ee eeee eee eeeeeeee ‌888‌ (‌Meeeee 88‌).[‌888‌]

‌Meeeee 88‌ Meeeeeeeeee ee Meeeeee ee Meeeee Meeeeeee Meeeeeeee Meeeeeee ee Meeee Meeeeee, eee Meeee Meeeeeee eeee Meeeeee-Meeee Meeeee Me Meee β-Meeee Meee Meeeeeeeeee[‌888‌]

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) M 8-8, 8888.