An asymmetric reaction of chiral imines with a-silyloxy ketene acetals mediated by chiral boron reagents is described. The key to its success is the use of the chiral boron complex prepared in situ from (R)or (S')binaphthol and B(OPh)g. Both diastereomers of a-hydroxy-P-amino ester units are success
Highly stereoselective synthesis of α-hydroxy β-amino acids through β-lactams: application to the synthesis of the taxol and bestatin side chains and related systems.
✍ Scribed by Claudio Palomo; Ana Arrieta; Fernando P. Cossío; Jesus M. Aizpurua; Antonia Mielgo; Natalia Aurrekoetxea
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 198 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
A highly enantioselective catalytic route to protected b-amino-a-hydroxy acids, such as the side chain of Taxotere, is presented. The organocatalytic asymmetric reactions between unmodified protected aoxyaldehydes and N-Boc-protected aryl imines give the corresponding compound with up to >19:1 dr an
## Abstract L‐Aspartic acid by tosylation, anhydride formation, and reduction with NaBH~4~ was converted into (3__S__)‐3‐(tosylamino)butan‐4‐olide (8; __Scheme 1__). Tretment of 8 with ethanolic trimethylsilyl iodide gave the __N__‐protected deoxy‐iodo‐β‐homoserine ethyl ester 9. The latter, on suc