ISSN:
0947-3440
Keywords:
Chelate control
;
Cysteinol, protected
;
Oxazoline sulfones and sulfoxides, chiral
;
Alkylation, stereoselective
;
Asymmetric synthesis
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
(R)-Cysteinol was protected as its oxazoline derivatives 1a-c and oxidized to the sulfoxides 2, 3 and the sulfone 7. These compounds could be alkylated under chelate control to give tertiary and quaternary stereogenic centers in a highly stereoselective manner to yield 4a-c,5, 8a-c, 11 and 12. Starting with the sulfone 7, both configurations at the new chiral center can be constructed.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970533
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