Реакция #558613

ord-d1834ec71d474b1593c7a7f4dd7fe21d

Уравнение реакции

CCCCCC.CCO
hexane ethanol
C=Cc1ccc(OC(C)(C)C)cc1
4-tert-butoxystyrene
CC(C)(C1=N[C@@H](C(C)(C)C)CO1)C1=N[C@@H](C(C)(C)C)CO1
(S,S)-2,2′-isopropylidenebis(4-tert-butyl-2-oxazoline)
CCOC(=O)[C@@H]1C[C@H]1c1ccc(OC(C)(C)C)cc1
title compound
CCOC(=O)[C@@H]1C[C@H]1c1ccc(OC(C)(C)C)cc1
(1R,2R)-2-(4-tert-Butoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Методика

The title compound is prepared from 4-tert-butoxystyrene (4.3 g, 24.4 mmol) in a manner analogous to that described for Intermediate 4, step 1, using (S,S)-2,2′-isopropylidenebis(4-tert-butyl-2-oxazoline) (72 mg, 0.24 mmol) as the ligand (yield 6.4 g). LC (GC METHOD 1): tR=11.47 min; Mass spectrum (EI+): m/z=262 [M]+, e.e. 94% by chiral HPLC. (Column: Daicel Chiralcel OJ-H, 4.6×250 mm, 5 μm Mobile phase: hexane:ethanol 95:5, 1 mL/min, 25° C.) tR=8.94 (9.93) min

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08633182B2uspto-grants-2014_01