α-alkylation of serine with self-reproduction of the center of chirality
✍ Scribed by Dieter Seebach; Johannes D. Aebi
- Book ID
- 104233596
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 222 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Abntic.X: The .&&z&m eno&Xe d 06 rn&hyL (ZR,4SJ-Z-~-blLty~-3-~ohmy~-oxazo~~n~-4-c~boxy~ate (4b) d&wed &om IS)-(+I-ntine can be genehated LcLith LVA in THF no.Ction dt -75'C. ALky&&% (+ 9) and hy&oxy&kyMonn [+E, 111 OCCUIL p~&~henti&y (>95:51 @om the Re-date 06 the donoh CU&YL (u%u%e topLcAy Lk).Tti hteheochenicaL COUM~ is dehived @om the abso.Cu*e con&gun_ation 06 2-dtitio-and Z-mtihy1-ntine (~,~I obtained thhough ths ~no.&te 6.
📜 SIMILAR VOLUMES
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract The sodium salts of (__S__)‐alanine, (__S__)‐phenylalanine, (__S__)‐valine, and (__S__)‐methionine are condensed with pivalaldehyde to imines **5**. Cyclization by treatment with benzoyl chloride in cold CH~2~Cl~2~ gives mainly (4:1 to > 99:1) the (2__S__,4__S__)‐4‐alkyl‐3‐benzoyl‐2‐(__
Porcine liver esterase (PLE)-or rabbit liver esterase (RLE)-catalyzed hydrolysis of the pro-S ester group of diethyl cc-alkyi-~-(benzyloxycarbonylamino)malonates 2a-c afforded (R)-ethyl 0t-alkyl-et -(benzyloxycarbonylamino)malonates 3a-c each in excellent enantiomeric excess. Enantiodivergent reduct