Premium
Tetrahydrofurane und γ‐Lactone, VI. Optisch aktive N ‐Boc‐δ‐Amino‐γ‐lactone aus Cyclooctin und Furan
Author(s) -
Meints Martin,
Wolff Christian,
Tochtermann Werner
Publication year - 1993
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199319930187
Subject(s) - chemistry , lactone , furan , stereochemistry , stereoselectivity , optically active , amino acid , organic chemistry , catalysis , biochemistry
Tetrahydrofurans and γ‐Lactones, VI. – Optically Active N ‐Boc‐δ‐Amino‐γ‐lactones from Cyclooctyne and Furan The stereoselective synthesis of the title compounds (−)‐(2′ R ,8 S )‐ 2b and (+)‐(2′ S ,8 R )‐ 2b from (2′ R ,8 R ) 1a and (2′ S ,8 S )‐ 1a is described. The unprotected amino lactone 2c undergoes rearrangement to the γ‐hydroxy‐δ‐lactam 3a by treatment with hydrogen chloride.