SYNTHESIS OF OPTICALLY-ACTIVE O,O,O-TRIMETHYLKORUPENSAMINE-A AND O,O,O-TRIMETHYLKORUPENSAMINE-B

Authors
RAO AVR GURJAR MK RAMANA DV CHHEDA AK
Citation
Avr. Rao et al., SYNTHESIS OF OPTICALLY-ACTIVE O,O,O-TRIMETHYLKORUPENSAMINE-A AND O,O,O-TRIMETHYLKORUPENSAMINE-B, Heterocycles, 43(1), 1996, pp. 1-6
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
43
Issue
1
Year of publication
1996
Pages
1 - 6
Database
ISI
SICI code
0385-5414(1996)43:1<1:SOOOAO>2.0.ZU;2-R
Abstract
Hydrolysis of benzofuran derivative (10) with concomitant aromatisatio n produced the biaryl system (11). Subsequent Sharpless asymmetric epo xidation of the cinnamyl alcohol (13) gave atropisomers (14) and (15) conveniently separated by chromatography. Independent derivatisation o f naphthylisoquinoline ring with 14 and 15 furnished korupensamine ana logues (18) and (19). Comparison of CD spectra with those of natural p roducts assigned the stereostructures of 18 and 19.